Enantioselective synthesis of α-amino acetals (aldehydes) via nucleophilic 1,2-addition to chiral 1,3-oxazolidines

Autor:	K.Raman Muralidharan, Mohamed K. Mokhallalati, Lendon N. Pridgen
Rok vydání:	1994
Předmět:	Nucleophile Chemistry Reagent Organic Chemistry Drug Discovery Enantioselective synthesis Organic chemistry Biochemistry
Zdroj:	Tetrahedron Letters. 35:7489-7492
ISSN:	0040-4039
DOI:	10.1016/s0040-4039(00)78325-0
Popis:	A general procedure for the diastereoselective addition of Grignard reagents to chiral 2-(4,4,6,6-tetramethyl-1,3-dioxan-2-yl)-4-substituted-1,3-oxazolidines 4 is described. Chemical yields and diastereoselectivities are generally excellent (91–100% de). The resulting amino alcohols 6 may be oxidatively or reductively cleaved to enantiomerically enriched α-amino acetals 3 which are useful chiral building blocks.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::310157c23bf4179525a6d9939d8f4e60 https://doi.org/10.1016/s0040-4039(00)78325-0 Zobrazit plný text záznamu