A convenient, stereodivergent approach to the enantioselective synthesis of N-Boc-aminoalkyl epoxides

Autor:	Albert Moyano, Antoni Riera, Miquel A. Pericàs, P. Castejon, Mireia Pastó
Rok vydání:	1995
Předmět:	Chemistry Stereochemistry Organic Chemistry Enantioselective synthesis Diastereomer Sequence (biology) Alcohol Primary alcohol Biochemistry chemistry.chemical_compound Intramolecular force Drug Discovery Mitsunobu reaction Protecting group
Zdroj:	Tetrahedron Letters. 36:3019-3022
ISSN:	0040-4039
DOI:	10.1016/0040-4039(95)00415-9
Popis:	An efficient, stereodivergent and enantioselective synthesis of N-Boc-aminoalkyl epoxides has been developed. Starting from enantiomerically enriched anti N-diphenylmethyl-3-amino-1,2-diols, and after a change in the nitrogen protecting group, an intramolecular Mitsunobu reaction leads to the erythro aminoalkyl epoxides; a three step sequence consisting of protection of the primary alcohol, activation of the secondary alcohol and simultaneous deprotection/cyclization affords in good yields the corresponding threo isomers.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::f9cca1d126939e3bfb1728d2b868779e https://doi.org/10.1016/0040-4039(95)00415-9 Zobrazit plný text záznamu Full Text from ScienceDirect