Multicomponent cis- and trans-Aziridinatons in the Syntheses of All Four Stereoisomers of Sphinganine.

Autor:	Zhou Y; Department of Chemistry, Michigan State University , East Lansing, Michigan 48824, United States., Mukherjee M; Department of Chemistry, Michigan State University , East Lansing, Michigan 48824, United States., Gupta AK; Department of Chemistry, Michigan State University , East Lansing, Michigan 48824, United States., Wulff WD; Department of Chemistry, Michigan State University , East Lansing, Michigan 48824, United States.
Jazyk:	angličtina
Zdroj:	Organic letters [Org Lett] 2017 May 05; Vol. 19 (9), pp. 2230-2233. Date of Electronic Publication: 2017 Apr 18.
DOI:	10.1021/acs.orglett.7b00697
Abstrakt:	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.
Databáze:	MEDLINE
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