Literature DB >> 20873714

Enantioselective synthesis of pyrroloindolines by a formal [3 + 2] cycloaddition reaction.

Lindsay M Repka1, Jane Ni, Sarah E Reisman.   

Abstract

(R)-BINOL·SnCl(4) was found to catalyze a formal [3 + 2] cycloaddition reaction between C(3)-substituted indoles and 2-amidoacrylates to provide pyrroloindolines. A variety of pyrroloindolines were prepared with high enantioselectivity in one step from simple precursors. This methodology is expected to facilitate the total synthesis of pyrroloindoline alkaloids, an important class of biologically active natural products.

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Year:  2010        PMID： 20873714      PMCID： PMC3222144          DOI： 10.1021/ja107328g

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN： 0002-7863            Impact factor:   15.419


  22 in total

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  20 in total

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