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The Mizoroki‐Heck Reaction with Internal Olefins: Reactivities and Stereoselectivities

Yusei Nakashima, Goki Hirata, Tom D. Sheppard, Takashi Nishikata

2020Asian Journal of Organic Chemistry50 citationsDOIOpen Access PDF

Abstract

Abstract 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.

Topics & Concepts

ChemistryOlefin fiberHalideReactivity (psychology)AlkylHeck reactionCatalysisOrganic chemistryArylPathologyAlternative medicineMedicineCatalytic Cross-Coupling ReactionsCatalytic C–H Functionalization MethodsSynthetic Organic Chemistry Methods
The Mizoroki‐Heck Reaction with Internal Olefins: Reactivities and Stereoselectivities | Litcius