Domino reactions of rhodium(II) carbenoids for alkaloid synthesis

Albert Padwa

doi:10.1039/B816701J

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Chemical Society Reviews

Issue 11, 2009

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Domino reactions of rhodium(II) carbenoids for alkaloid synthesis

Albert Padwa

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

DOI: 10.1039/B816701J
Received 20 Jan 2009, First published on the web 03 Apr 2009
This article is part of the collection: Rapid complexity generation in natural product total synthesis

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Abstract
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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.

Abstract from Catalysts & Catalysed Reactions 2010

A review, with 34 references, summarising the domino reactions of α-diazo carbonyl compounds catalysed by rhodium(II).

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Domino reactions of rhodium(II) carbenoids for alkaloid synthesis

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