Pd-catalyzed route to (±)-podophyllotoxin skeleton.: Synthesis of the aryltetralin derivative

被引：44

作者：

Charruault, L ^{[1
]}

Michelet, V ^{[1
]}

Genêt, JP ^{[1
]}

机构：

[1] Ecole Natl Super Chim Paris, Lab Synthese Select Org & Prod Nat, UMR 7573, F-75231 Paris 05, France

来源：

TETRAHEDRON LETTERS | 2002年 / 43卷 / 27期

关键词：

(+/-)-podophyllotoxin; carbohydroxypalladation; Heck cyclization; aryltetralin; ene-ynes;

D O I：

10.1016/S0040-4039(02)00908-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new Pd-catalyzed route to (+/-)-podophyllotoxin is disclosed, The strategy is based on an efficient organoaqueous reaction that diastereoselectivity introduces the C-4 hydroxyl group and the furan ring. Further functionalization led to all iododerivative. which was cyclized under optimized conditions either to the aryltetralin of (+/-)-podophyllotoxin or to a five-membered ring isomer. (C) 2002 Elsevier Science Ltd. All rights reserved.

引用

页码：4757 / 4760

页数：4

共 25 条

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