New total synthesis of (+)-cystothiazole A

被引：39

作者：

Kato, K

Nishimura, A

Yamamoto, Y

Akita, H

机构：

[1] Toho Univ, Sch Pharmaceut Sci, Funabashi, Chiba 2748510, Japan

[2] Toho Univ, Fac Sci, Dept Chem, Funabashi, Chiba 2748510, Japan

来源：

TETRAHEDRON LETTERS | 2002年 / 43卷 / 04期

关键词：

D O I：

10.1016/S0040-4039(01)02207-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Palladium-catalyzed cyclization-methoxycarbonylation of (2R,3S)-3-methylpenta-4-yne-1,2-diol (7) derived from (2R,3S)-epoxy butanoate 8 followed by methylation gave the tetrahydro-2-furylidene acetate (-)-9, which was converted to the left-half aldehyde (+)-4. A Wittig reaction between (+)-4 and the phosphoranylide derived from the bithiazole-type phosphonium iodide 5 using lithium bis(trimethylsilyl)amide afforded the (+)-cystothiazole A (2). (C) 2002 Elsevier Science Ltd. All rights reserved.

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页码：643 / 645

页数：3

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