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Lithium diisopinocampheylamide: a new and highly effective chiral catalyst in the enantioselective deprotonation of meso-epoxides

✍ Scribed by Sanjay V Malhotra

Publisher: Elsevier Science
Year: 2003
Tongue: English
Weight: 101 KB
Volume: 14
Category: Article
ISSN: 0957-4166
DOI: 10.1016/s0957-4166(03)00080-6

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✦ Synopsis

a-Pinene based novel chiral lithium amides have been used for the catalytic enantioselective deprotonation of cyclohexene oxide. An enantiomeric excess of up to 95% for (R)-2-scyclohexen-1-ol was achieved with lithium (-)-N,Ndiisopinocampheylamide. A systematic study shows that the isopinocampheyl moiety plays an important role in achieving high enantioselectivity.

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