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

被引：59
|
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：
中国国家自然科学基金; 高等学校博士学科点专项科研基金;
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
收藏
页码：1651 / 1657
页数：7
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