Enantioselective total synthesis of (-)-laurenditerpenol.
A highly convergent total synthesis of (-)-laurenditerpenol has been accomplished through an organolithium to aldehyde nucleophilic addition. Preparation of the prerequisite key intermediates in optically pure form was based on an improved, short, and efficient synthesis of "wine lactone" from (S)-limonene and Corey's catalytic enantioselective Diels-Alder reaction of 2,5-dimethyl furan with diethyl fumarate.
NCSR Demokritos, P.O. Box 60228, GR-153 10 Ag. Paraskevi, Athens, Greece. pitsinos@chem.demokritos.gr
Emmanuel N
EN
Pitsinos
Nikolaos
N
Athinaios
Veroniki P
VP
Vidali
D003500:Cyclization; D053138:Cyclohexenes / Q000737:chemistry*; D004224:Diterpenes / Q000138:chemical synthesis* / Q000737:chemistry; D044722:Laurencia / Q000737:chemistry; D000077222:Limonene; D015394:Molecular Structure; D013237:Stereoisomerism; D013729:Terpenes / Q000737:chemistry*
D053138:Cyclohexenes; D004224:Diterpenes; D013729:Terpenes; C496938:laurenditerpenol; D000077222:Limonene