Multicomponent cis- and trans-Aziridinatons in the Syntheses of All Four Stereoisomers of Sphinganine.
Org Lett
; 19(9): 2230-2233, 2017 05 05.
Article
in En
| MEDLINE
| ID: mdl-28418256
ABSTRACT
All four stereoisomers of sphinganine can be synthesized by a multicomponent aziridination of an aldehyde, an amine and an α-diazo carbonyl compound mediated by a BOROX catalyst with high asymmetric induction (≥96% ee). The threo isomers are available from ring-opening of cis-aziridines by an oxygen nucleophile with inversion at the C-3 position and the erythro-isomers are likewise available from trans-aziridines.
Full text:
1
Collection:
01-internacional
Database:
MEDLINE
Main subject:
Sphingosine
Language:
En
Journal:
Org Lett
Journal subject:
BIOQUIMICA
Year:
2017
Document type:
Article
Affiliation country:
Estados Unidos