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Synlett 1994; 1994(8): 639-640
DOI: 10.1055/s-1994-22956
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The Asymmetric Synthesis of 2-Bromohomoallylic Alcohols Using the Tartrate Ester of (2-Bromoallyl)boronic Acid Prepared by Bromoboration Reaction of Allene

Shoji Hara* , Yasunori Yamamoto, Ayumi Fujita, Akira Suzuki
  • *Department of Applied Chemistry, Faculty of Engineering, Hokkaido University, Sapporo 060, Japan
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Publication Date:
18 September 2002 (online)

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The chiral bis(2,4-dimethyl-3-pentyl)tartrate ester of (2-bromoallyl)boronic acid was directly prepared from the corresponding bis(2,4-dimethyl-3-pentyl) tartrate and (2-bromoallyl)diisopropoxyborane (1), obtained by the bromoboration reaction of allene. The enantioselective synthesis of 2-bromohomoallylic alcohols was achieved using the chiral (2-bromoallyl)boranes.

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