Literature DB >> 17002355

Asymmetric allylboration of ketones catalyzed by chiral diols.

Sha Lou1, Philip N Moquist, Scott E Schaus.   

Abstract

Chiral BINOL-derived diols catalyze the enantioselective asymmetric allylboration of ketones. The reaction requires 15 mol % of 3,3'-Br2-BINOL as the catalyst and allyldiisopropoxyborane as the nucleophile. The reaction products are obtained in good yields (76-93%) and high enantiomeric ratios (95:5-99.5:0.5). High diastereoselectivities (dr >/= 98:2) and enantioselectivities (er >/= 98:2) are obtained in the reactions of acetophenone with crotyldiisopropoxyboranes.

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Year:  2006        PMID： 17002355     DOI： 10.1021/ja0651308

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


  49 in total

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