Rhodium-catalyzed double [2+2+2] cycloaddition of 1, 4-bis(diphenylphosphinoyl)buta-1, 3-diyne with tethered diynes: A modular, highly versatile single-pot synthesis of NU-BIPHEP biaryl diphosphines

被引：50

作者：

Doherty, Simon ^{[1
]}

Knight, Julian G. ^{[1
]}

Smyth, Catherine H. ^{[1
]}

Harrington, Ross W. ^{[1
]}

Clegg, William ^{[1
]}

机构：

[1] Newcastle Univ, Sch Nat Sci, Newcastle Upon Tyne NE1 7RU, Tyne & Wear, England

来源：

ORGANIC LETTERS | 2007年 / 9卷 / 23期

关键词：

D O I：

10.1021/ol702390p

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Rhodium-catalyzed double [2+2+2] cycloaddition of 1,4-bis(diphenylphosphinoyl)buta-1,3-diyne with tethered diynes provides a straightforward, single-pot procedure for the synthesis of a new class of tropos blaryl diphosphine, NU-BIPHEP. This methodology represents a significant improvement on existing multistep procedures. Enantiopure Lewis acid platinum complexes of these diphosphines are highly efficient catalysts for carbonyl-ene and Diels-Alder reactions, and ruthenium diphosphine-diamine complexes catalyze the asymmetric reduction of ketones to give ee's that rival those obtained with their BINAP counterpart.

引用

页码：4925 / 4928

页数：4

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