A chiral Ag-based catalyst for practical, efficient, and highly enantioselective additions of enolsilanes to α-ketoesters

被引：60

作者：

Akullian, Laura C.

Snapper, Marc L.

Hoveyda, Amir H. ^{[1
]}

机构：

[1] Boston Univ, Dept Chem, Chestnut Hill, MA 02467 USA

[2] Boston Univ, Merkert Chem Ctr, Chestnut Hill, MA 02467 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2006年 / 128卷 / 20期

关键词：

D O I：

10.1021/ja061166o

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A Ag-based chiral catalyst promotes efficient and highly enantioselective aldol additions of ketone-derived enolsilanes to α-ketoesters in the presence of a readily available amino acid-based ligand and commercially available AgF2. α-Ketoester substrates may bear alkyl, alkenyl, and aryl substituents; reactions proceed to >98% conversion to afford the desired tertiary alcohols in 61->98% isolated yield and 60-96% ee. In contrast to previously reported approaches, highest enantioselectivities are observed with sterically demanding substrates, and reactions can be carried out in undistilled solvent, in air with as little as 1 mol % catalyst. Copyright © 2006 American Chemical Society.

引用

页码：6532 / 6533

页数：2

共 26 条

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