Issue 35, 2006

Regio- and diastereocontrolled C–H insertion of chiral γ- and δ-lactam diazoacetates. Application to the asymmetric synthesis of (8S,8aS)-8-hydroxyindolizidine

Abstract

γ- and δ-Lactam diazoacetates undergo efficient intramolecular C–H insertion catalyzed by Rh2(MPPIM)4 with excellent regioselectivity and cis-diastereoselectivity to provide synthetically useful bicyclic lactam lactones.

Graphical abstract: Regio- and diastereocontrolled C–H insertion of chiral γ- and δ-lactam diazoacetates. Application to the asymmetric synthesis of (8S,8aS)-8-hydroxyindolizidine

Supplementary files

Article information

Article type
Communication
Submitted
05 May 2006
Accepted
27 Jun 2006
First published
02 Aug 2006

Chem. Commun., 2006, 3732-3734

Regio- and diastereocontrolled C–H insertion of chiral γ- and δ-lactam diazoacetates. Application to the asymmetric synthesis of (8S,8aS)-8-hydroxyindolizidine

G. Fan, Z. Wang and A. G. H. Wee, Chem. Commun., 2006, 3732 DOI: 10.1039/B606436A

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