Journal of the Chemical Society. Chemical communications p. 509 - 510 (1988)
Update date:2022-08-30
Topics:
Cooper, Jeremy
Gallagher, Peter T.
Knight, David W.
Yeast reduction of the keto-proline (5) affords the hydroxyproline derivative (6) (diastereoisomeric excess > 99percent cis; enantiomeric excess, e.e., 80percent(; subsequent hydrolysis and crystallization gives (+)-cis-(2R,3S)-3-hydroxyproline (7) (93percent e.e.) which has been homologated to the bicyclic lactones (10) and (11), precursors of (-)-retronecine, (+)-platynecine, (-)-croalbinecine and related pyrrolizidines.
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