(-)-G-lactone is a bicyclic γ-lactone prostaglandin chiral synthon and a building block.1,2 It is a prostaglandin chiral synthon formed from an asymmetric Baeyer-Villiger oxidation reaction.1 (-)-G-lactone has also been used as a building block in the synthesis of HIV-1 protease inhibitors.2
1.Alphand, V., Archelas, A., and Furstoss, R.Microbial Transformations 16. One-step synthesis of a pivotal prostaglandin chiral synthon via a highly enantioselective microbiological Baeyer-Villiger type reactionTetrahedron Lett.30(28)3663-3664(1989) 2.Ghosh, A.K., Chapsal, B.D., Baldridge, A., et al.Design and synthesis of potent HIV-1 protease inhibitors incorporating hexahydrofuropyranol-derived high affinity P2 ligands: Structure-activity studies and biological evaluationJ. Med. Chem.54(2)622-634(2011)