Synthesis of chiral trans-syn-cis and trans-anti-trans [6.6.6] tricycles by transannular Diels-Alder reaction

被引：6

作者：

Lavoie, R ^{[1
]}

Toró, A ^{[1
]}

Deslongchamps, P ^{[1
]}

机构：

[1] Univ Sherbrooke, Dept Chim, Inst Pharmacol, Organ Synth Lab, Sherbrooke, PQ J1K 2R1, Canada

来源：

TETRAHEDRON | 1999年 / 55卷 / 45期

关键词：

asymmetric synthesis; Diels-Alder reactions; terpenes and terpenoids; transannular reactions;

D O I：

10.1016/S0040-4020(99)00796-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Stereocontrolled asymmetric synthesis and transannular Diels-Alder (TADA) reaction of a 14-membered trans-cis-cis (TCC) macrocyclic trienone with an activated dienophile leading to an A.B.C [6.6.6] tricycle having one angular methyl group is reported. The results of thermal and Lewis acid catalyzed TADA reaction are discussed. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：13037 / 13050

页数：14

共 11 条

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