Synthesis of a Potent Rhodomycin, Oxaunomycin, and Its Analogs

Yasuyuki KITA; Hiroshi MAEDA; Masayuki KIRIHARA; Yuji FUJII; Toyokazu NAKAJIMA; Hirofumi YAMAMOTO; Yasumitsu TAMURA; Hiromichi FUJIOKA

doi:10.1248/cpb.40.61

北泰行, 前田ひろし, 桐原正之, 藤井裕士, 中島豊和, 山本博文, 田村恭光, 藤岡弘道

著者情報

キーワード: anthracycline antibiotic, oxaunomycin, β-rhodomycinone, regioselective glycosidation, total synthesis

ジャーナルフリー

1992 年 40 巻 1 号 p. 61-65

DOI https://doi.org/10.1248/cpb.40.61

詳細

抄録

Oxaunomycin (3) and its regioisomer (6) were synthesized by employing regioselective glycosidations of te C-7 hydroxyl group of 10-O-acetyl-β-rhodomycinone (16) and the C-10 hydroxyl group of the C-7, 9-O phenylboronate (14), respectively, in the presence of trimethylsilyl trifluoromethanesulfonate. Under the Konigs-Knorr conditions, 16 was also glycosidated to provide a fluoro sugar analog (7).

責任著者(Corresponding author)

J-STAGEへの登録はこちら（無料）