132532-67-3Relevant articles and documents
ENANTIOSELECTIVE SYNTHESIS OF (+)-KJELLMANIANONE
Chen, Bang-Chi,Weismiller, Michael C.,Davis, Franklin A.,Boschelli, Diane,Empfield, James R.,Smith, Amos B.
, p. 173 - 182 (2007/10/02)
An asymmetric synthesis of the highly oxygenated cyclopentanoid antibiotic (+)-kjellmanianone (1) has been achieved.The key step entailed enantioselective hydroxylation of the prochiral sodium enolate of β-keto ester 2 with the new, enatiomerically pure N-sulfonyloxaziridine 7b, affording 1 in 68.5percent ee (60percent yield).Possible transition state structures for the asymmetric oxidation are evaluated.
