Domino Reactions of Rhodium(II) Carbenoids for Alkaloid Synthesis

Overview

Journal Chem Soc Rev

Specialty Chemistry

Date 2009 Oct 23

PMID 19847342

Citations 44

Authors

Albert Padwa

Affiliations

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Abstract

In this tutorial review, the rhodium(II)-catalyzed domino reactions of alpha-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.

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