anti-Selective, Catallytic Asymmetric Vinylogous Mukaiyama Mannich Reactions of Pyrrole-Based Sillyl Dienolates with N-Aryl Aldimines

被引：39

作者：

Curti, Claudio ^{[1
]}

Battistini, Lucia ^{[1
]}

Ranieri, Beatrice ^{[1
]}

Pelosi, Giorgio ^{[2
]}

Rassu, Gloria ^{[3
]}

Casiraghi, Giovanni ^{[1
]}

Zanardi, Franca ^{[1
]}

机构：

[1] Univ Parma, Dipartimento Farmaceut, I-43124 Parma, Italy

[2] Univ Parma, Dipartimento Chim Gen & Inorgan, I-43124 Parma, Italy

[3] CNR, Ist Chim Biomol, I-07100 Sassari, Italy

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2011年 / 76卷 / 07期

关键词：

HIGHLY EFFICIENT; ACID; DIENE;

D O I：

10.1021/jo1021234

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Pyrrole-based silyl dienolates undergo asymmetric vinylogous Mukaiyama Mannich reactions with a series of N-aryl aldimines in the presence of the Hoveyda-Snapper amino acid-derived silver(I) catalysts. The Manrdch products alpha,beta-unsaturated delta-ammo-gamma-butyrolactams-are typically obtained in high yields, excellent gamma-site selectivities and anti-diastereoselectivities, and up to 80% enantioselectivity.

引用

收藏

页码：2248 / 2252

页数：5

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