Literature DB >> 11792206

Diastereoselective magnesium halide-catalyzed anti-aldol reactions of chiral N-acyloxazolidinones.

David A Evans1, Jason S Tedrow, Jared T Shaw, C Wade Downey.   

Abstract

A chiral auxilliary-based direct aldol reaction is reported. The reactions are catalytic in magnesium salts and are facilitated by silylation with chlorotrimethylsilane. The adducts isolated are in high diastereoselectivity (up to 32:1 dr) and favor the anti-aldol diastereomer B. Reactions are operationally simple and can be run under ambient atmosphere without rigorous exclusion of water. Many of the adducts are highly crystalline and a single diastereomer can be isolated without chromatography.

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Year:  2002        PMID： 11792206     DOI： 10.1021/ja0119548

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


  20 in total

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