New total synthesis of (+)-cytothiazole A based on palladium-catalyzed cyclization-methoxycarbonylation

被引：35

作者：

Kato, K ^{[1
]}

Sasaki, T ^{[1
]}

Takayama, H ^{[1
]}

Akita, H ^{[1
]}

机构：

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

来源：

TETRAHEDRON | 2003年 / 59卷 / 15期

关键词：

(+)-cystothiazole A; cyclization; methoxycarbonylation;

D O I：

10.1016/S0040-4020(03)00300-4

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 (6) derived from (2R,3S)epoxy butanoate 7 followed by methylation gave the tetrahydro-2-furylidene acetate (-)-10, which was converted to the left-half aldehyde (+)-3. A Wittig reaction between (+)-4 and the phosphoranylide derived from the bithiazole-type phosphonium iodide 4 using lithium bis(trimethylsilyl)amide afforded the (+)-cystothiazole A (2). (C) 2003 Elsevier Science Ltd. All rights reserved.

引用

页码：2679 / 2685

页数：7

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