Enhanced diastereoselectivity of an ene hydroperoxidation reaction by confinement within zeolite Na-Y; a stereoisotopic study

被引：21

作者：

Stratakis, M ^{[1
]}

Kosmas, G ^{[1
]}

机构：

[1] Univ Crete, Dept Chem, GR-71409 Iraklion, Greece

来源：

TETRAHEDRON LETTERS | 2001年 / 42卷 / 34期

关键词：

zeolite Na-Y; ene reactions; diastereoselection;

D O I：

10.1016/S0040-4039(01)01170-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The ene reaction of singlet oxygen with the. chiral alkene 2-methyl-5-phenyl-2-hexene in solution is not regioselective and exhibits very poor diastereoselectivity (similar to 10% d.e.). Within thionin-supported zeolite Na-Y, significant enhancement of product regioselectivity and diastereoselectivity (up to 54% d.e.) was obtained. Higher diastereoselectivity is found if the reaction occurs at the twix relative to the twin methyl group. (C) 2001 Elsevier Science Ltd. All rights reserved.

引用

页码：6007 / 6009

页数：3

共 13 条

[11] Singlet oxygen mediated oxidation of olefins within zeolites: Selectivity and complexities [J].