Abstract
This review describes the additions of allylmagnesium reagents to carbonyl compounds and to imines, focusing on the differences in reactivity between allylmagnesium halides and other Grignard reagents. In many cases, allylmagnesium reagents either react with low stereoselectivity when other Grignard reagents react with high selectivity, or allylmagnesium reagents react with the opposite stereoselectivity. This review collects hundreds of examples, discusses the origins of stereoselectivities or the lack of stereoselectivity, and evaluates why selectivity may not occur and when it will likely occur.
Original language | English (US) |
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Pages (from-to) | 1513-1619 |
Number of pages | 107 |
Journal | Chemical reviews |
Volume | 120 |
Issue number | 3 |
DOIs | |
State | Published - Feb 12 2020 |
Keywords
- Alcohols/chemical synthesis
- Aldehydes/chemistry
- Allyl Compounds/chemistry
- Ketones/chemistry
- Magnesium/chemistry
- Organometallic Compounds/chemistry
- Stereoisomerism
ASJC Scopus subject areas
- General Chemistry