Synthesis

Boron Trihalide Mediated Substitution of Hydroxyl Groups with Alkenyl, Alkynyl, and Allyl Moieties

G Kabalka, S Borella, ML Yao

Index: Kabalka, George; Borella, Scott; Yao, Min-Liang Synthesis, 2008 , # 2 p. 325 - 329

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Citation Number: 4

Abstract

Abstract The coupling of alcohols with alkenyl-and alkynylboron dihalides with high olefin stereoselectivity is described. The reaction provides a facile route to internal acetylenes. Notably, the allylation of propargylic alcohols mediated by boron trichloride proceeds smoothly at room temperature and gives excellent regioselectivity.

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