Stereoselective total synthesis of the natural (+)-lasonolide A

被引：20

作者：

Kang, SH ^{[1
]}

Kang, SY

Choi, HW

Kim, CM

Jun, HS

Youn, JH

机构：

[1] Korea Adv Inst Sci & Technol, Sch Mol Sci, Dept Chem, Ctr Mol Design & Synth, Taejon 305701, South Korea

[2] Sun Moon Univ, Dept Chem Engn, Chungnam 336840, South Korea

来源：

SYNTHESIS-STUTTGART | 2004年 / 07期

关键词：

asymmetric synthesis; diastereomeric differentiation; macrocyclization; natural products; total synthesis;

D O I：

10.1055/s-2004-822340

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The natural (+)-lasonolide A (1), an anti-tumor agent, has been synthesized via thermodynamic benzylidene formation at the C-22 quaternary chiral center, use of a disulfone equivalent for elongation of the C-15-C-17 three-carbon chain as well as introduction of the two trans olefins at C-15 and C-17, iodocyclization for the upper THP, Michael addition for the bottom THP, and intramolecular Horner-Emmons olefination for the 20-membered macrolactone.

引用

页码：1102 / 1114

页数：13

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