Synthesis of Alcohols from m-Fluorophenylsulfones and Dialkylboranes: Application to the C14-C35 Building Block of E7389 - Aix-Marseille Université Access content directly
Journal Articles Organic Letters Year : 2012

Synthesis of Alcohols from m-Fluorophenylsulfones and Dialkylboranes: Application to the C14-C35 Building Block of E7389

James A. Henderson
  • Function : Author
Akihiko Yamamoto
  • Function : Author
Yoshito Kishi
  • Function : Author

Abstract

The reaction of m-fluorophenylsulfone anions with dialkylboranes, followed by alkaline hydroperoxide oxidation, yields alcohols in high yields. Optimization of the process, scope and limitation, and application to the synthesis of one of the C14-C35 building blocks of E7389, a right half analogue of halichondrin B, are reported.
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hal-01460413 , version 1 (07-02-2017)

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Lei Liu, James A. Henderson, Akihiko Yamamoto, Paul Brémond, Yoshito Kishi. Synthesis of Alcohols from m-Fluorophenylsulfones and Dialkylboranes: Application to the C14-C35 Building Block of E7389. Organic Letters, 2012, 14 (9), pp.2262--2265. ⟨10.1021/ol300672q⟩. ⟨hal-01460413⟩
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