Development of a novel chiral spiro ligand bearing oxazoline

被引：38

作者：

Kato, T ^{[1
]}

Marubayashi, K ^{[1
]}

Takizawa, S ^{[1
]}

Sasai, H ^{[1
]}

机构：

[1] Osaka Univ, Inst Sci & Ind Res, Dept Chem, Osaka 5670047, Japan

来源：

TETRAHEDRON-ASYMMETRY | 2004年 / 15卷 / 23期

关键词：

D O I：

10.1016/j.tetasy.2004.09.037

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The synthesis of bis(oxazoline) ligand 1 bearing a spiro skeleton is achieved via double ring-closing metathesis (RCM) of tetraene 2 and subsequent oxazoline ring formation using N-bromosuccinimide (NBS). The Cu-spiro bis(oxazoline) complexes prepared from 1 and Cu(OTf)(2) or Cu(OAc)(2) act efficiently as chiral catalysts for promoting carbonyl-ene reactions or Henry reactions with good enantiocontrol. (C) 2004 Elsevier Ltd. All rights reserved.

引用

页码：3693 / 3697

页数：5

共 36 条

[31]

Takizawa S, 2003, HETEROCYCLES, V60, P2551

[32]

TAMURA N, 2000, 26 S PROGR ORG REACT, P58

[33] Asymmetric synthesis of protected 1,2-amino alcohols using tert-butanesulfinyl aldimines and ketimines [J].

Tang, TP ;

Volkman, SK ;

Ellman, JA .

JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (26) :8772-8778

[34]

Wakita K, 2004, HETEROCYCLES, V62, P831

[35]

WILLIAMS JM, 1995, TETRAHEDRON LETT, V36, P5461

[36] Synthesis of spiro diphosphines and their application in asymmetric hydrogenation of ketones [J].

Xie, JH ;

Wang, LX ;

Fu, Y ;

Zhu, SF ;

Fan, BM ;

Duan, HF ;

Zhou, QL .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (15) :4404-4405

← 1 2 3 4 →