Studies on the diastereoselective reductive alkylation of (R)-phenylglycinol derived phthalimide:: observation of stereoelectronic effects

被引：47

作者：

Chen, MD ^{[1
]}

He, MZ ^{[1
]}

Zhou, X ^{[1
]}

Huang, LQ ^{[1
]}

Ruan, YP ^{[1
]}

Huang, PQ ^{[1
]}

机构：

[1] Xiamen Univ, Coll Chem & Chem Engn, Dept Chem, Key Lab Chem Biol Fujian Province, Xiamen 361005, Fujian, Peoples R China

来源：

TETRAHEDRON | 2005年 / 61卷 / 05期

基金：

中国国家自然科学基金;

关键词：

isoindolin-1-one; phenylglycinol; reductive alkylation; diastereoselective reaction; stereoelectronic effects;

D O I：

10.1016/j.tet.2004.10.109

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Full details of a flexible approach to N-protected (R)-3-alkyl-isoindolin-1-ones 13 via diastereoselective reductive-alkylation are described, with emphasis on the stereochemical outcome of the key diastereoselective reactions. Additional experiments allowed finding remarkable stereoelectronic effects on the reductive ring-opening reactions. (C) 2004 Elsevier Ltd. All rights reserved.

引用

页码：1335 / 1344

页数：10

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