Transannular Diels-Alder studies on the asymmetric synthesis of (+)-maritimol

被引：12

作者：

Toró, A ^{[1
]}

Lemelin, CA ^{[1
]}

Préville, P ^{[1
]}

Bélanger, G ^{[1
]}

Deslongchamps, P ^{[1
]}

机构：

[1] Univ Sherbrooke, Inst Pharmacol, Synth Organ Lab, Sherbrooke, PQ J1H 5N4, Canada

来源：

TETRAHEDRON | 1999年 / 55卷 / 15期

关键词：

asymmetric synthesis; Diels-Alder reactions; macrocycles; transannular reactions;

D O I：

10.1016/S0040-4020(99)00128-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Assembly of 13-membered TCC macrocyclic trienes are described and their transannular Diels-Alder reaction are investigated as a model study for the asymmetric synthesis of the ABC-ring system of(+)-maritimol. Albeit the original expectations that the pro-3(S)- and 4(R)-functionalities induce perfect absolute and relative control in the strategic step has not been fully met, a position at pro-12(R) complying with these requirements is recognized. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：4655 / 4684

页数：30

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