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

anti-Selective, Catallytic Asymmetric Vinylogous Mukaiyama Mannich Reactions of Pyrrole-Based Sillyl Dienolates with N-Aryl Aldimines
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DOI:
10.1021/jo1021234
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发表时间:
2011-04-01
影响因子:
3.6
通讯作者:
Zanardi, Franca
Zanardi, Franca
中科院分区:
化学2区
文献类型:
--
作者:
Curti, Claudio;Battistini, Lucia;Zanardi, Franca

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在Hoveyda-Snapper氨基酸衍生的银(I)催化剂的存在下,吡咯基硅基二烯醇酯与一系列n -芳基醛胺发生了不对称的葡萄状Mukaiyama Mannich反应。Manrdch产品α, β -不饱和δ -氨基- γ -丁内酰胺-通常以高收率,优异的γ -位点选择性和抗非对映选择性以及高达80%的对映选择性获得。
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.