Development of a new dimeric cyclophane ligand:: Application to enhanced diastereo- and enantioselectivity in the catalytic synthesis of β-lactams

被引：24

作者：

Wack, H ^{[1
]}

France, S ^{[1
]}

Hafez, AM ^{[1
]}

Drury, WJ ^{[1
]}

Weatherwax, A ^{[1
]}

Lectka, T ^{[1
]}

机构：

[1] Johns Hopkins Univ, Dept Chem, Baltimore, MD 21218 USA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2004年 / 69卷 / 13期

关键词：

D O I：

10.1021/jo049804d

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

We detail the synthesis of a new C-2-symmetric bis(cyclophane) ligand system that can be thought of as electronically analogous to binol, but which possesses the added "third dimension" of cyclophane chirality. The ligand synthesis involves a spontaneous (but unexpected) atrop-isomerization to the desired product. We have employed this ligand to form a metal complex that is an effective cocatalyst for the highly enantio- and diastereoselective catalytic asymmetric synthesis of a beta-lactam.

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页码：4531 / 4533

页数：3

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