Abstract
In this article, the design and synthesis of the chiral camphor derived γ-amino thiol ligand 17 and its application in catalytic enantioselective carbon-carbon forming reactions through the addition of organozinc reagents to carbonyl compounds is described. The catalytic activity and enantioselectivity of ligand 17 is demonstrated in the enantioselective addition of various organozinc reagents to aldehydes and ketoesters, offering the corresponding alcohols in high yields and enantioselectivities. The role of the mercapto group in the highly enantioselective 1,2-addition reaction of organozincs to aldehyde is also discussed.
Original language | English |
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Pages (from-to) | 2656-2665 |
Number of pages | 10 |
Journal | Tetrahedron |
Volume | 72 |
Issue number | 21 |
DOIs | |
Publication status | Published - 2016 May 26 |
Keywords
- Catalytic asymmetric 1,2-addition reaction
- Chiral alcohols
- Chiral amino thiol ligand
- Organozinc reagents
ASJC Scopus subject areas
- Biochemistry
- Drug Discovery
- Organic Chemistry