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
收藏
页码：4655 / 4684
页数：30
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