References

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Y. Tamura, M. Sasho, S. Akai, A. Wada and Y. Kita Tet. 40 (1984), p. 4539. Abstract | PDF (925 K) | View Record in Scopus | Cited By in Scopus (13)
Y. Tamura, M. Sasho, K. Nakagawa, T. Tsugoshi and Y. Kita J. Org. Chem. 49 (1984), p. 473. Full Text via CrossRef | View Record in Scopus | Cited By in Scopus (25)

Scale-up of the reaction extremely decreases the yields of the para-acetoxylated products (7 and 8).

Introduction of an α-OAc group of esters with Pb(OAc)4 via ketene silyl acetals, see G.M. Rubottom, J.M. Gruber, R. Marrero, H.D. Juve, Jr. and C.W. Kim J. Org. Chem. 48 (1983), p. 4940 and references cited therein . Full Text via CrossRef | View Record in Scopus | Cited By in Scopus (19)

Introduction of an α-OH group of esters with m-CPBA via ketene silyl acetals, see G.M. Rubottom and R. Marrero Synth. Commun. 11 (1981), p. 505. Full Text via CrossRef
R.Z. Andriamialisoa, M. Langlois and Y. Langlois J. Org. Chem. 50 (1985), p. 961. Full Text via CrossRef | View Record in Scopus | Cited By in Scopus (26)

H. Inouye, T. Okuda, Y. Hirata, N. Nagakura and M. Yoshizaki Chem. Pharm. Bull. 15 (1967), p. 786.
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Y. Kita, S. Akai, M. Yoshigi, Y. Nakajima, H. Yasuda and Y. Tamura Tetrahedron Lett. 21 (1984), p. 6027. Abstract | PDF (261 K) | View Record in Scopus | Cited By in Scopus (5)

When this method was in progress (Y. Tamura, Proceeding of the special lecture of 11th Symposium on Progress in Organic Reactions and Syntheses, Nagasaki, November 1984, Abstr., p 141), Prof. Terashima, et al. reported a similar elaboration method of 9-keto group of 1. As for a similar elaboration of 9-keto group of 11-deoxydaunomycinones, see Y. Tamura, M. Sasho, H. Ohe, S. Akai and Y. Kita Tetrahedron Lett. 16 (1985), p. 1549. Abstract | PDF (285 K) | View Record in Scopus | Cited By in Scopus (4)

M. Suzuki, Y. Kimura and S. Terashima Chem. Lett. (1984), p. 1543. Full Text via CrossRef

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A.S. Kende, Y.-g. Tsay and J.E. Mills J. Am. Chem. Soc. 98 (1976), p. 1967. Full Text via CrossRef

Spectral data for all new compounds (9 -12, 14, 15, and 21) are given. 9: Xmax(CHCl₃) 1805, 1765, 1600 cm⁻¹; δ (CDCl₃) 2.31 (s, 3H, OCOCH₃), 6.53 (s, 1H, CH), 7.3–7.9 (m, 3H, ArH), 8.05–8.3 (m, 1H, ArH) 10: Xmax(CHCl₃) 1815, 1765, 1600 cm⁻¹; δ (CDCl₃) 2.32 (s, 3H, OCOCH₃), 4.00 (s, 3H, OCH₃), 6.51 (s, 1H, CH), 6.9–7.2 (m, 2H, ArH), 7.70 (t, 1H, ArH) 11: Xmax(KCl) 3070, 3020, 2920, 2850, 2630, 1755, 1720, 1675, 1600, 1580 cm⁻¹; δ (acetone-d₆) 2.12 (s, 3H, OCOCH₃), 6.8 (br s, 2H, CO₂Hx2), 7.18 (s, 1H, CH), 7.2–7.8 (m, 3H, ArH), 7.9–8.15 (m, 1H, ArH) 12: Xmax (CHCl₃), 3300–2800, 1760–1710 cm ; δ (acetone-d₆) 2.09 (s, 3H, OCOCH₃), 3.87 (s, 3H, OCH₃), 6.21 (s, 1H, CH), 6.30 (br s, 2H, C0₂Hx2), 6.95–7.55 (m, 3H, ArH) 14: Xmax(CHCl₃) 1740, 1720 cm⁻¹; δ (CDCl₃) 2.17 (s, 3H, OCOCH₃), 3.72 (s, 3H, CO₂CH₃), 3.91 (s, 3H, CO₂CH₃), 7.3–7.65 (m, 3H, ArH), 7.85—8.1 (m, 1H, ArH) 15: Xmax(CHCl₃) 3030, 2960, 2900, 2400, 1740, 1720, 1600, 1580 cm⁻¹; δ (CDCl₃) 3.48 (s, 3H, C0₂CH₃), 3.81 (s, 3H, CO₂CH₃), 5.97 (s, 1H, CH), 7.0–7.85 (m, 4H, ArH) 21: Xmax(CHCl_3]) 1605, 1580 cm⁻¹; δ (CDCl₃) 0.16 (s, 9H, Me₃Si), 2.13 (br t, 2H, C8-CH₂), 3.02 (br t, 2H, C7-CH2), 3.15 (br s, 2H, ClO-CH₂), 4.10 (s, 3H, OCH₃), 7.38 (dd, 1H, C3-H), 7.76 (t, 1H, C2-H), 8.04 (dd, 1H, Cl-H), 13.48 (s, 1H, OH), 13.85 (s, 1H, OH)