Chemoselective Isomerization of Secondary-Type Propargylic Alcohols to Propargylic/Allenic Bromides, and Brominated Dienes with Appel-Type Reaction Conditions
Norio Sakai*, Tsukasa Maruyama, Takeo Konakahara
*Department of Pure and Applied Chemistry, Faculty of Science
and Technology, Tokyo University of Science (RIKADAI), Noda, Chiba 278-8510,
Japan, Email: sakachemrs.noda.tus.ac.jp
N. Sakai, T. Maruyama, T. Konakahara, Synlett, 2009, 2105-2106.
DOI: 10.1055/s-0029-1217701
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Abstract
A chemoselective isomerization of secondary-type propargylic alcohols under Appel-type reaction conditions in the presence of Ph3P, CBr4 and additives gives allenic bromides, propargylic bromides and brominated dienes.
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Key Words
Appel reaction, propargylic alcohol, allenes, dienes, isomerization, bromination
ID: J60-Y2009-2380