PALLADIUM-CATALYZED STEREOCONTROLLED ENDO CYCLIZATION OF 3-HYDROXYPROPYL-1,3-CYCLOHEXADIENE LEADING TO VERSATILE FUSED TETRAHYDROPYRANS

被引：0
|
作者：
KOROLEVA, EB [1 ]
BACKVALL, JE [1 ]
ANDERSSON, PG [1 ]
机构：
[1] UNIV UPPSALA,DEPT ORGAN CHEM,S-75121 UPPSALA,SWEDEN
来源：
TETRAHEDRON LETTERS | 1995年 / 36卷 / 30期
关键词：
D O I：
10.1016/00404-0399(50)0989P-
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A palladium-catalyzed synthesis of stereodefined fused tetrahydropyrans from 2-substituted 1,3-cyclohexadienes is presented. The reaction takes place via an intramolecular 1,4-oxidation of the conjugated diene via a (pi-allyl)palladium intermediate. The stereochemical outcome of the reaction can be controlled to give either cis or trans 1,4-addition over the conjugated diene. The structure of the products was established by X-ray crystallography.
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页码：5397 / 5400
页数：4
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