An unusual approach to the synthesis of enantiomerically cis linear homoallylic alcohols based on the steric interaction mechanism of camphor scaffold.
Camphor is used as the chiral auxiliary for the enantioselective synthesis of cis linear homoallylic alcohols. A range of catalysts, aldehydes, and solvents were investigated to obtain the optimum yield, enantioselectivity, and cis olefinic geometry. [structure: see text]
Lee
Chi-Lik Ken
CL
Department of Chemistry, National University of Singapore, 3 Science Drive 3, Singapore 117543.
Lee
Cheng-Hsia Angeline
CH
Tan
Kui-Thong
KT
Loh
Teck-Peng
TP
D000438:Alcohols / Q000138:chemical synthesis*; D000447:Aldehydes / Q000737:chemistry; D000475:Alkenes / Q000737:chemistry; D000498:Allyl Compounds / Q000138:chemical synthesis*; D002164:Camphor / Q000737:chemistry*; D002384:Catalysis; D015394:Molecular Structure; D012997:Solvents / Q000737:chemistry; D013237:Stereoisomerism
D000438:Alcohols; D000447:Aldehydes; D000475:Alkenes; D000498:Allyl Compounds; D012997:Solvents; D002164:Camphor