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 Mannich products —α,β-unsaturated δ-amino-γ-butyrolactams— are typically obtained in high yields, excellent γ-site selectivities and anti-diastereoselectivities, and up to 80% enantioselectivity.
anti-Selective, Catalytic Asymmetric Vinylogous Mukaiyama Mannich Reactions of Pyrrole-Based Silyl Dienolates with N-Aryl Aldimines / Curti, Claudio; Battistini, Lucia; Ranieri, Beatrice; Pelosi, Giorgio; Rassu, G.; Casiraghi, Giovanni; Zanardi, Franca. - In: JOURNAL OF ORGANIC CHEMISTRY. - ISSN 0022-3263. - 76:(2011), pp. 2248-2252. [10.1021/jo1021234]
anti-Selective, Catalytic Asymmetric Vinylogous Mukaiyama Mannich Reactions of Pyrrole-Based Silyl Dienolates with N-Aryl Aldimines
CURTI, Claudio;BATTISTINI, Lucia;RANIERI, Beatrice;PELOSI, Giorgio;CASIRAGHI, Giovanni;ZANARDI, Franca
2011-01-01
Abstract
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 Mannich products —α,β-unsaturated δ-amino-γ-butyrolactams— are typically obtained in high yields, excellent γ-site selectivities and anti-diastereoselectivities, and up to 80% enantioselectivity.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
