DIASTEREO-SELECTIVE AND ENANTIOSELECTIVE SYNTHESIS OF (- AND (-)-CIS-2-AMINOCYCLOBUTANOLS())

Citation
P. Bisel et al., DIASTEREO-SELECTIVE AND ENANTIOSELECTIVE SYNTHESIS OF (- AND (-)-CIS-2-AMINOCYCLOBUTANOLS()), EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, (4), 1998, pp. 729-733
Citations number
21
Categorie Soggetti
Chemistry Inorganic & Nuclear
ISSN journal
1434193X
Issue
4
Year of publication
1998
Pages
729 - 733
Database
ISI
SICI code
1434-193X(1998):4<729:DAESO(>2.0.ZU;2-U
Abstract
The hitherto unknown (+)- and (-)-cis-2-aminocyclobutanols 6a,b and 7a ,b, as well as the corresponding benzyloxycyclobutanamines 8a,b, have been synthesized by means of asymmetric reductive amination, with de v alues of 100% and ee values ranging from 96.9 to 99.8%. The relative c is configuration has been established by NO experiments, whereas the a bsolute stereochemistry has been deduced from the CD spectra of the co rresponding salicylidene derivatives and confirms the like induction a t C-1.