Asymmetric acyl-transfer promoted by readily assembled chiral 4-N,N-dialkylaminopyridine derivatives

被引：43

作者：

Dalaigh, Ciaran O. ^{[1
]}

Hynes, Stephen J. ^{[1
]}

O'Brien, John E. ^{[1
]}

McCabe, Thomas ^{[1
]}

Maher, Declan J. ^{[1
]}

Watson, Graeme W. ^{[1
]}

Connon, Stephen J. ^{[1
]}

机构：

[1] Univ Dublin Trinity Coll, Sch Chem, Ctr Synth & Chem Biol, Dublin 2, Ireland

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2006年 / 4卷 / 14期

关键词：

D O I：

10.1039/b604632k

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The development of a new class of chiral 4-N,N- dialkylaminopyridine acyl-transfer catalysts capable of exploiting both van der Waals (pi) and H-bonding interactions to allow remote chiral information to stereochemically control the kinetic resolution of sec-alcohols with moderate to excellent selectivity (s = 6 - 30). Catalysts derived from ( S)-alpha,alpha-diarylprolinol are considerably superior to analogues devoid of a tertiary hydroxyl moiety and possess high activity and selectivity across a broad range of substrates.

引用

页码：2785 / 2793

页数：9

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