Synthetic Communications p. 3003 - 3012 (1992)
Update date:2022-09-26
Topics:
Aube
Wolfe
Yantiss
Cook
Takusagawa
A route to enantiomerically pure N-tert-butoxycarbonyl-2-aminocycloalkanones (ring size: 5-8 membered) from the corresponding cycloalkene oxides is described. The procedure involves (1) aminolysis with (S)-α-methylbenzylamine/Me3Al and chromatographic separation of diastereomers, (2) hydrogenolysis to afford the trans-2-aminocycloalkanols, (3) tert-butoxycarbonyl (Boc) protection, and (4) PCC oxidation.
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Doi:10.1039/c3cc45369c
(2013)Doi:10.1021/acs.joc.8b00882
(2018)Doi:10.1039/DT9920003403
(1992)Doi:10.1080/10426509908031619
(1999)Doi:10.1039/c3ra43048k
(2013)Doi:10.1016/j.bmcl.2013.08.012
(2013)