Enantioselective construction of 2-(cyclohex-2-enyl)phenols from chira
l equivalents of cyclohex-2-enols has been investigated by employing a
concurrent retro-Diels-Alder reaction and Claisen rearrangement proto
col. Utilizing the enantiomerically pure product obtained, the first e
nantiocontrolled synthesis of a phenolic natural sesquiterpene (+)-cur
cudiol isolated from the marine sponge Didiscus flavus, has been demon
strated.