Journal
ASIAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2, Issue 10, Pages 812-823Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ajoc.201300058
Keywords
asymmetric catalysis; chlorination; Lewis acids; organocatalysis; S(N)2
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Funding
- Japan Society for the Promotion of Science (JSPS) [25410113]
- Grants-in-Aid for Scientific Research [25410113] Funding Source: KAKEN
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Stereoselective construction of chlorinated chiral carbon centers is a highly valuable operation because the resulting chiral chlorides serve as versatile intermediates for producing many chiral molecules by S(N)2-type displacement with inversion of stereochemistry. Despite the synthetic utility of chiral alkyl chlorides, catalytic methods for achieving enantioselective chlorination were only developed in the last ten years. This Focus Review covers the progress of catalytic asymmetric alpha-chlorination of carbonyl compounds over the last decade. Some stereospecific transformations of the resulting alkyl chlorides are also introduced.
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