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19 Articles Related To:
Efficient asymmetric hydrogenations of camphor-soltam-imide-conjugated alkenes.
Tetrahedron Letters, Volume 27, Issue 2, 1986, Pages 183-186
Wolfgang Oppolzer, Robert J. Mills, Marius Reglier
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1. You are entitled to access the full text of this document
An efficient asymmetric synthesis of (R)-3-amino-2,3,4,5-tetrahydro-1H-[1]benzazepin-2-one
Tetrahedron Letters, Volume 35, Issue 20, 16 May 1994, Pages 3239-3242
Joseph D. ArmstrongIII, Kan K. Eng, Jennifer L. Keller, Robert M. Purick, Frederick W. HartnerJr., Woo-Baeg Choi, David Askin, R. P. Volante
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Graphical Abstract

Two approaches for the asymmetric preparation of (−)- or (+)-α-aminobenzlactam 1 are described.
image

2. You are entitled to access the full text of this document
Efficient asymmetric hydrogenation of α-aminoacetophenone derivatives leading to practical synthesis of (image)-(−)-levamisole
Tetrahedron Letters, Volume 30, Issue 3, 1989, Pages 363-366
Hideo Takeda, Takeshi Tachinami, Masakazu Aburatani, Hisashi Takahashi, Toshiaki Morimoto and, Kazuo Achiwa
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Graphical Abstract


image

3. You are entitled to access the full text of this document
Highly efficient asymmetric hydrogenation of itaconic acid derivatives catalyzed by a modified DIOP-rhodium complex
Tetrahedron Letters, Volume 30, Issue 6, 1989, Pages 735-738
Toshiaki Morimoto, Mitsuo Chiba, Kazuo Achiwa
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Graphical Abstract


image

4. You are entitled to access the full text of this document
Asymmetric hydrogenation using chiral phosphinite rhodium complexes
Tetrahedron Letters, Volume 25, Issue 43, 1984, Pages 4965-4966
József Bakos, Imre Tóth, Bálint Heil
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5. You are entitled to access the full text of this document
A new type of atropisomeric biphenylbisphosphine ligand, (R)-MOC-BIMOP and its use in efficient asymmetric hydrogenation of α-aminoketone and itaconic acid
Tetrahedron: Asymmetry, Volume 3, Issue 1, 1992, Pages 13-16
Kiyoshi Yoshikawa, Naoko Yamamoto, Masanao Murata, Katsuya Awano, Toshiaki Morimoto, Kazuo Achiwa
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6-dicyclohexylphosphino-6′-diphenylphosphino-3,3′-dimethoxy-2,2′,4,4′-tetramethyl-1,1′-biphenyl

C42H52O2P2

E.e.=100% (by HPLC using Opti-Pak TP [Waters])

[α]D20 −2.14 (c 100, benzene)

Absolute configuration:R

6. You are entitled to access the full text of this document
Efficient asymmetric syntheses of naturally occurring lignan lactones using catalytic asymmetric hydrogenation as a key reaction
Tetrahedron, Volume 49, Issue 9, 26 February 1993, Pages 1793-1806
Toshiaki Morimoto, Mitsuo Chiba, Kazuo Achiwa
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Graphical Abstract

Asymmetric total syntheses of several naturally occurring lignan lactones were achieved via several steps from (R)-γ-butyrolactones obtained by using catalytic asymmetric hydrogenation as a key reaction.
image

7. You are entitled to access the full text of this document
An efficient synthesis of optically active eprozinol
Tetrahedron: Asymmetry, Volume 4, Issue 7, July 1993, Pages 1457-1460
Shunji Sakuraba, Noriya Nakajima, Kazuo Achiwa
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Graphical Abstract


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Stereochemistry Abstract


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1-(2-methoxy-2-phenylethyl-4-(3-hydroxy-3-phenylpropyl)piperazine hydrochloride

C22H30N2O2·2HCl

D.e.=100% [by HPLC analysis of free amine]

[α]D22 +58.6 (c 0.6, MeOH)

Source of chirality: catalytic asymmetric hydrogenation of amino ketone derivatives

Absolute configuration: S, R

image

1-(2-methoxy-2-phenylethyl)-4-(3-hydroxy-3-phenylpropyl)piperazine hydrochloride

C22H30N2O2· 2HCl

D.e.= 98% [by HPLC analysis of free amine]

[α]D22 =+19.2 (c0.7, MeOH)

Source of chirality: catalytic asymmetric hydrogenation of amino ketone derivatives

Absolute configuration: S, S

8. You are entitled to access the full text of this document
The synthesis of S 18986, a chiral AMPA receptor modulator, via catalytic asymmetric hydrogenation
Tetrahedron: Asymmetry, Volume 14, Issue 22, 14 November 2003, Pages 3431-3433
Christopher J. Cobley, Elsa Foucher, Jean-Pierre Lecouve, Ian C. Lennon, James A. Ramsden, Gilles Thominot
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Graphical Abstract

A highly efficient asymmetric hydrogenation of the dihydro-pyrrolobenzothiadiazine dioxide 1 is described.
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Stereochemistry Abstract


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(S)-2,3,3a,4-Tetrahydro-1H-pyrrolo[2,1-c][1,2,4]benzothiadiazine-5,5-dioxide

C10H12N2O2S Ee >99% [α]D20=+260 (c 0.5, 95% ethanol) Source of chirality: [(R)-BINAP RuCl2 (R,R)-DPEN] precatalyst (asymmetric hydrogenation)

9. You are entitled to access the full text of this document
Efficient synthesis of chiral phenethylamines: preparation, asymmetric hydrogenation, and mild deprotection of ene-trifluoroacetamides
Tetrahedron Letters, Volume 47, Issue 36, 4 September 2006, Pages 6409-6412
Shawn P. Allwein, J. Christopher McWilliams, Elizabeth A. Secord, Dale R. Mowrey, Todd D. Nelson, Michael H. Kress
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Graphical abstract


image

10. You are entitled to access the full text of this document
Asymmetric reactions catalyzed by chiral metal complexes : XXXII. Efficient asymmetric hydrogenation of itaconic acid derivatives catalyzed by rhodium complexes of improved (2S,4S)-N-(t-butoxycarbonyl)-4-(diphenylphosphino)-2-[(diphenylphosphino)methyl]pyrrolidine (BPPM) analogues
Journal of Organometallic Chemistry, Volume 370, Issues 1-3, 11 July 1989, Pages C9-C12
Kiyoshi Inoguchi, Toshiaki Morimoto, Kazuo Achiwa
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11. You are entitled to access the full text of this document
Efficient asymmetric synthesis of a functionalized Δ2-pyrazoline
Tetrahedron Letters, Volume 41, Issue 45, 4 November 2000, Pages 8795-8797
Olivia Poupardin, Christine Greck, Jean Pierre Genet*
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Efficient asymmetric synthesis of amino acids through hydrogenation of the didehydroamino acid residue in cyclic imino-ester derivatives
Tetrahedron: Asymmetry, Volume 3, Issue 4, April 1992, Pages 567-572
Carlos Cativiela, Maria D. Diaz-de-Villegas, José A. Galvez
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Stereochemistry Abstract


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Z-3-methylmethylen-4,4a-didehydropinan[2,3-b]morpholin-2-one

C14H19NO2

e.e.>95% by NMR

[α]D20 + 609.8 (c = 1.08, CHCl3)

Source of chirality: α-pinene

Absolute configuration: 5aS, 6aS, 6bS

image

Z-3-ethylmethylen-4,4a-didehydropinanl2,3-b]morpholin-2-one

C15H21NO2

e.e.>95% by NMR

[α]D20 + 475.3 (c = 1.02, CHCl3)

Source of chirality: α-pinene

Absolute configuration: 5aS, 6aS, 6bS

image

Z-3-phenylmethylen-4,4a-didehydropinan[2,3-b]morpholin-2-one

C19H21NO2

e.e.>95% by NMR

[α]D20 + 1428.8 (c = 0.89, CHCl3)

Source of chirality: α-pinene

Absolute configuration: 5aS, 6aS, 6bS

image

Z-3-(3,4-dimethoxyphenylmethylen)-4,4a-didehydropinanl2,3-b]-morpholin-2-one

C21H25NO2

e.e.>95% by NMR

[α]D20 + 1428.8 (c = 0.89, CHCl3)

Source of chirality: α-pinene

Absolute configuration: 5aS, 6aS, 6bS

image

3-8thyl-4,4a-didehydropinan[2,3-b]morpholin-2-one

C14H21NO2

e.e.>95% by NMR

[α]D20 −220.4 (c = 1.04, CHCl3)

Source of chirality: α-pinene and diastereoselective hydrogenation

Absolute configuration: 3S, 5aS, 6aS, 6bS

image

3-propyl-4,4a-didehydropinan[2,3-b]morpholin-2-one

C15H23NO2

e.e.>95% by NMR

[α]D20 −176.8 (c = 1.07, CHCl3)

Source of chirality: α-pinene and diastereoselective hydrogenation

Absolute configuration: 3S, 5aS, 6aS, 6bS

image

3-benzylpinan-4,4a-didehydropinan[2,3-b]morpholin-2-one

C19H23NO2

e.e.>95% by NMR

[α]D20 − 154.8 (c = 0.98, CHCl3)

Source of chiratity: α-pinene and diastereoselective hydrogenation

Absolute configuration: 3S, 5aS, 6aS, 6bS

image

3-(3,4-dimethoxyphenylmethyl)-4,4a-didehydropinan[2,3-b]morpholin-2-one

C21H27NO4

e.e.>95% by NMR

[α]D20 − 134 (c= 1.02, CHCl3)

Source of chirality: α-pinene and diastereoselective hydrogenation

Absolute configuration: 3S, 5aS, 6aS, 6bS

13. You are entitled to access the full text of this document
Efficient synthesis of (R)-3-amino-1,1,1-trifluoropropan-2-ol via a Dakin–West reaction followed by enantioselective reduction
Tetrahedron: Asymmetry, Volume 19, Issue 23, 1 December 2008, Pages 2648-2651
Lulin Wei, Teresa Makowski, Carlos Martinez, Arun Ghosh
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Graphical abstract


image


image
(R)-N-(3,3,3-Trifluoro-2-hydroxypropyl)benzamide

C10H10F3NO2

image
(c, 1.0, MeOH)

Source of chirality: chiral hydrogenation

Absolute configuration: (R)

14. You are entitled to access the full text of this document
An efficient asymmetric hydrogenation approach to the synthesis of the Crixivan® piperazine intermediate
Tetrahedron Letters, Volume 39, Issue 38, 17 September 1998, Pages 6823-6826
K. Rossen, P. J. Pye, L. M. DiMichele, R. P. Volante, P. J. Reider
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Graphical Abstract

The Crixivan® HIV protease inhibitor piperazine intermediate was prepared in a simple four step sequence. The synthesis consists of an efficient two step preparation of the tetrahydropyrazine, its chiral hydrogenation and the final deprotection of the formamide.
image

15. You are entitled to access the full text of this document
The 2005 Bower Award in science presented to Henri B. Kagan
Journal of the Franklin Institute, Volume 343, Issue 3, May 2006, Pages 214-222
Roger A. Grey
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Catalytic asymmetric hydrogenation of α-β-unsaturated ketones using chiral ruthenium hydride complexes.
Tetrahedron Letters, Volume 27, Issue 45, 1986, Pages 5497-5498
Viviane Massonneau, Paul Le Maux, Gerard Simonneaux
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Graphical Abstract

TPBC : trans-1,2 bis(diphenylphosphinomethyl)cyclobutane.
image

17. You are entitled to access the full text of this document
Efficient asymmetric synthesis of α-amino acids through hydrogenation of α,β-dehydroamino acid residue in cyclic dipeptides
Tetrahedron Letters, Volume 20, Issue 46, 1979, Pages 4483-4486
Tatsuhiko Kanmera, Sannamu Lee, Haruhiko Aoyagi, Nobuo Izumiya
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Rhodium(I) complexes of ferrocenylphosphines as efficient asymmetric catalysts. The structure of Fe(η5-C5H3(P(CMe3)2-1,3)(η5-C5H3(CHMeNMe2)P(CMe3)2-1,2)
Journal of Organometallic Chemistry, Volume 279, Issues 1-2, 8 January 1985, Pages 5-21
Trevor D. Appleton, William R. Cullen, Stephen V. Evans, Tae-Jeong Kim, James Trotter
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19. You are entitled to access the full text of this document
Graphical abstracts
Tetrahedron, Volume 49, Issue 9, 26 February 1993, Pages xiii-xix
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19 Articles Related To:
Efficient asymmetric hydrogenations of camphor-soltam-imide-conjugated alkenes.
Tetrahedron Letters, Volume 27, Issue 2, 1986, Pages 183-186
Wolfgang Oppolzer, Robert J. Mills, Marius Reglier
View This Article
 
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