70645-61-3Relevant articles and documents
STUDIES OF AUSTRALIAN SOFT CORALS. XLV. EPOXIDATION REACTIONS OF CEMBRANOID DITERPENES: STEREOCHEMICAL OUTCOMES
Bowden, Bruce F.,Coll, John C.
, p. 669 - 672 (2007/10/02)
Epoxidation of the cembranoid diterpene (1) afforded the known 7S,8S-epoxide (2), the 7R,8R-epoxide (3), the 11R,12R-epoxide (4) and the 11S,12S-epoxide (5) in the ratio 1:3:3:10.Similar epoxidation of the cembranolide (1R,2R,3E,7E,11E)-cembra-3,7,11,15-tetren-17,2-olide(6) afforded the 7S,8S-epoxide (7), the 7R,8R-epoxide (8), the 11R,12R-epoxide (9) and the 11S,12S-epoxide (10) in the ratio of 1:5:6:8.Only one of the products (8), from the second epoxidation reaction was known.The other three compounds are reported for the first time.This study reveals a significant preference for epoxidation at the 11,12-double bond.No evidence of epoxidation at the 3,4-double bond was detected in either system.