SUMMARYAtrolactic syntheses have been carried out to evaluate the potentiality, in asymmetric syntheses, of chiral inducers. The (d1)-hydroxyhelicenes l, 2, the (dl) sec. alcohols 1-12 and the (d1)phenolic binaphtyl compound have been used as inducers. The d.e. are collected in table I (6-100%). The atrolactic asymmetric synthesis has also been carried out using three optically active inducers, namely : (-)-quinine 13, (-)-l0,ll-dihydroquinine -14, and R(-)-2,2,2-trifluoro-1-(9-anthryl)ethanol 5. Diastereomeric and enantiomeric excesses equal or greater than 88% have been obtained in six cases out of sixteen :(l-naphtyl)-(9-anthryl)methanol 3 (d.e = 90%) ; 2,2,2-trichloro-1-(9-anthryl) ethanol 7 (d.e = 100% ?2), 2,2,2-tribromo-1-(9-anthryl)ethanol 8 (d.e = 100% +2), (-)=quinine 13 (e.e = 95.5%), and (-)-2,2,2-trifluoro-l-(9-anthryl) ethanol 6 (e.e = 88%).
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.