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Synlett 1991; 1991(5): 349-350
DOI: 10.1055/s-1991-34744
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Selective 1,4-Hydroboration of Phenyl 1-Alkenyl Ketones with 9-Borabicyclo [3.3.1]nonane and Catecholborane Forming Boron (Z)-Enolates

Yonetatsu Matsumoto* , Tamio Hayashi
  • *Catalysis Research Center and Graduate School of Pharmaceutical Sciences, Hokkaido University, Kitaku, Sapporo 060, Japan
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Publication Date:
07 March 2002 (online)

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Hydroboration of phenyl 1-alkenyl ketones with catecholborane or 9-borabicyclo[3.3.1]nonane proceeded in a 1,4-fashion to give boron (Z)-enolates selectively in a quantitative yield, the aldol reaction of which with aldehydes gave syn ß-hydroxy ketones.

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