A versatile approach for the asymmetric synthesis of 3-alkyl-2,3-dihydro-1H-isoindolin-1-ones

被引：58

作者：

Chen, MD

Zhou, X

He, MZ

Ruan, YP

Huang, PQ ^{[1
]}

机构：

[1] Xiamen Univ, Dept Chem, Xiamen 361005, Fujian, Peoples R China

[2] Xiamen Univ, Key Lab Chem Biol Fujian Province, Xiamen 361005, Fujian, Peoples R China

来源：

TETRAHEDRON | 2004年 / 60卷 / 07期

基金：

高等学校博士学科点专项科研基金; 中国国家自然科学基金;

关键词：

isoindolin-1-one; chiral auxiliary; benzyloxyphenylglycinol; asymmetric synthesis;

D O I：

10.1016/j.tet.2003.11.092

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Based on the use of (R)-p-benzyloxyphenylglycinol (10) as a new oxidatively cleavable chiral auxiliary, a flexible approach to (R)-3-alkyl-2,3-dihydro-1H-isoindolin-1-ones via a diastereoselective reductive-alkylation is developed. The oxidative cleavage of the chiral auxiliary by CAN under mild conditions ensured the access to (R)-3-alkyl-2,3-dihydro-1H-isoindolin-1-ones with ee at least 92%. (C) 2003 Elsevier Ltd. All rights reserved.

引用

页码：1651 / 1657

页数：7

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