Enantioselective Deprotonation of Cyclohexene Oxide to (R)-2-Cyclohexen-1-ol
- 1 May 1994
- journal article
- research article
- Published by Taylor & Francis in Synthetic Communications
- Vol. 24 (10) , 1475-1481
- https://doi.org/10.1080/00397919408011752
Abstract
The reaction of cyclohexene oxide with homochiral lithium amides, prepared from (S)-phenylglycine and (S)-valine has been studied and (R)-2-cyclohexen-1-ol 3 was prepared in a maximum of 72% ee. The optical purity was determined by 1H NMR measurement of the α-methoxy-α-(trifluoromethyl)phenyl acetic acid (MTPA) derivative of the corresponding alcohol.Keywords
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