P. Bisel et al., DIASTEREO-SELECTIVE AND ENANTIOSELECTIVE SYNTHESIS OF (- AND (-)-CIS-2-AMINOCYCLOBUTANOLS()), EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, (4), 1998, pp. 729-733
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.