The first synthesis of tonkinecin, an annonaceous acetogenin with a C-5 carbinol center

被引：19

作者：

Hu, TS

Yu, Q

Lin, Q

Wu, YL

Wu, YK

机构：

[1] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Bioorgan & Nat Prod Chem, Shanghai 200032, Peoples R China

[2] Chinese Acad Sci, Shanghai Inst Organ Chem, Joint Lab Chem Synthesis, Shanghai 200032, Peoples R China

来源：

ORGANIC LETTERS | 1999年 / 1卷 / 03期

关键词：

D O I：

10.1021/ol990062y

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] Reported herein is the first synthetic approach to tonkinecin (1) which uses a palladium catalyzed cross-coupling reaction between the tetrahydrofuran unit (4) and the butenolide (3) as the key step for constructing the backbone of 1, The stereogenic centers at C-5, C-21, C-22, and C-36 were derived from D-xylose, D-glucose, and L-lactate, respectively, whereas those at C-17, and C-18 were generated using Sharpless asymmetric dihydroxylation.

引用

页码：399 / 401

页数：3

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