Novel Synthesis of (-)-(R)-Cembrene A, Synthesis of (+)-(R)-Cembrenene and (+)-(S)-Cembrene

Article abstract of DOI:10.1002/hlca.19900730721

A novel synthesis of (-)-(R)-cembrene A ((-)-3) was developed using the Sharpless epoxidation for the introduction of the chiral center.Furthermore, the synthesis of (+)-(R)-cembrenene ((+)-4) showed that this cembranoid must have the (R)-configuration and not, as previously reported, the (S)-confguration.Selective hydrogebation of (+)-4 afforded (+)-(S)-cembrene ((+)-5).