Preorganization in highly enantioselective diaza-cope rearrangement reaction

被引：48

作者：

Kim, HJ

Kim, H

Alhakimi, G

Jeong, EJ

Thavarajah, N

Studnicki, L

Koprianiuk, A

Lough, AJ

Suh, JH

Chin, J

机构：

[1] Univ Toronto, Dept Chem, Toronto, ON M5S 3H6, Canada

[2] Seoul Natl Univ, Coll Nat Sci, Dept Chem, Seoul 151742, South Korea

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2005年 / 127卷 / 47期

关键词：

D O I：

10.1021/ja055776k

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Crystal structure and activation entropy data indicate that H-bond directed diaza-Cope rearrangement of chiral diimines takes place with a high degree of preorganization. CD spectroscopy and HPLC data show that there is inversion of stereochemistry for the reaction with excellent enantioselectivity. Copyright © 2005 American Chemical Society.

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页码：16370 / 16371

页数：2

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