Synthesis of (+)-(3S,7S,10S)- and (+)-(3S,7S,10R)-3,7,10-trimethylboratrane. Amplification of enantiomeric purity in the reacti

✍ Scribed by M. Grassi; G. Di Silvestro; M. Farina

• Publisher: Elsevier Science
• Year: 1985
• Tongue: French
• Weight: 427 KB
• Volume: 41
• Category: Article
• ISSN: 0040-4020
• DOI: 10.1016/s0040-4020(01)83483-9

✦ Synopsis

Aketraet-The synthesis is described of the two enantiomerically pure isomers (+)-(3S,7S,lOS)-and (+)-(3S,7S,lOR~3,7,1CWimethylboratrane. The structures weredetermined by 'H-and i3C-NMR spectroscopy.

A method for increasing the enantiomeric purity by trimerixation reactions of partially-resolved(s) propylene oxide is proposed. The reaction was studied from the kinetic viewpoint and interpreted according to a binomial probability scheme. The experimental findings point to a rapid growth in enantiomeric purity for the (S&S) trimer compared with the starting material, whilst no increase was found for the (SSR) trimer.