INTRAMOLECULAR ALDER ENE APPROACH TO STEREOCHEMICAL CONTROL OVER 3 CONTIGUOUS STEREOGENIC CENTERS - SYNTHESIS OF (+ -)-METHYL CUCURBATE AND(+/-)-METHYL EPIJASMONATE/
Tk. Sarkar et al., INTRAMOLECULAR ALDER ENE APPROACH TO STEREOCHEMICAL CONTROL OVER 3 CONTIGUOUS STEREOGENIC CENTERS - SYNTHESIS OF (+ -)-METHYL CUCURBATE AND(+/-)-METHYL EPIJASMONATE/, Tetrahedron letters, 35(37), 1994, pp. 6907-6908
The total synthesis of epijasmonoids, (+/-)-methyl cucurbate and (+/-)
-methyl epijasmonate is described starting from aldehyde 14, where the
key step is a highly stereocontrolled 5- (3,4) ene cyclization 17 -->
18.