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The Mizoroki‐Heck Reaction with Internal Olefins: Reactivities and Stereoselectivities
Author(s) -
Nakashima Yusei,
Hirata Goki,
Sheppard Tom D.,
Nishikata Takashi
Publication year - 2020
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.201900741
Subject(s) - chemistry , olefin fiber , halide , heck reaction , alkyl , reactivity (psychology) , catalysis , organic chemistry , aryl , medicine , alternative medicine , pathology
The Mizoroki‐Heck reaction is one of the most valuable reactions for functionalizing C−C double bonds in the presence of a Pd catalyst. This protocol is suitable for the reaction of a C(sp 2 )‐halide with a terminal olefin to produce a trans‐1,2‐disubstituted olefin. However, reports of the Mizoroki‐Heck reaction of internal olefins are rare and impractical due to the low reactivity of internal olefins and problems of product diastereoselectivity. In this review, we summarize Mizoroki‐Heck reactions of internal olefins with aryl or alkyl halides to illustrate their reactivities and stereoselectivities.