Nakashima, Y;
Hirata, G;
Sheppard, TD;
Nishikata, T;
(2020)
The Mizoroki-Heck Reaction with Internal Olefins: Reactivities and Stereoselectivities.
Asian Journal of Organic Chemistry
, 9
(4)
pp. 480-491.
10.1002/ajoc.201900741.
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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.
| Type: | Article |
|---|---|
| Title: | The Mizoroki-Heck Reaction with Internal Olefins: Reactivities and Stereoselectivities |
| Open access status: | An open access version is available from UCL Discovery |
| DOI: | 10.1002/ajoc.201900741 |
| Publisher version: | https://doi.org/10.1002/ajoc.201900741 |
| Language: | English |
| Additional information: | This version is the author accepted manuscript. For information on re-use, please refer to the publisher’s terms and conditions. |
| Keywords: | Mizoroki-Heck reaction, internal olefins, C−C bond formation, stereoselectivity, polysubstituted olefins |
| UCL classification: | UCL UCL > Provost and Vice Provost Offices > UCL BEAMS UCL > Provost and Vice Provost Offices > UCL BEAMS > Faculty of Maths and Physical Sciences UCL > Provost and Vice Provost Offices > UCL BEAMS > Faculty of Maths and Physical Sciences > Dept of Chemistry |
| URI: | https://discovery.ucl.ac.uk/id/eprint/10091916 |
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