Issue 11, 2009

Domino reactions of rhodium(ii) carbenoids for alkaloid synthesis

Abstract

In this tutorial review, the rhodium(II)-catalyzed domino reactions of α-diazo carbonyl compounds are summarized. The article will emphasize some of the more recent synthetic applications of the rhodium carbenoid cyclization/cycloaddition domino cascade for alkaloid synthesis. The many structurally diverse and highly successful examples of both oxa and azapolycyclic ring formation cited in this tutorial review clearly demonstrate that the domino cyclization/cycloaddition cascade of metallo carbenoids has evolved as an important strategy for the synthesis of nitrogen containing natural products.

Graphical abstract: Domino reactions of rhodium(ii) carbenoids for alkaloid synthesis

Article information

Article type
Tutorial Review
Submitted
20 Jan 2009
First published
03 Apr 2009

Chem. Soc. Rev., 2009,38, 3072-3081

Domino reactions of rhodium(II) carbenoids for alkaloid synthesis

A. Padwa, Chem. Soc. Rev., 2009, 38, 3072 DOI: 10.1039/B816701J

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