Asymmetric synthesis of methyl (2 R ,3 S )-3-(4-methoxyphenyl) glycidate, a key intermediate of diltiazem, via Mukaiyama aldol reaction

Autor:	Tooru Kuroda, Ritsuo Imashiro
Rok vydání:	2001
Předmět:	Silylation Chemistry Stereochemistry Organic Chemistry Acetal Enantioselective synthesis Ketene Biochemistry chemistry.chemical_compound Aldol reaction Yield (chemistry) Drug Discovery medicine Diltiazem medicine.drug
Zdroj:	Tetrahedron Letters. 42:1313-1315
ISSN:	0040-4039
DOI:	10.1016/s0040-4039(00)02235-8
Popis:	Methyl (2R,3S)-3-(4-methoxyphenyl) glycidate, a key intermediate of diltiazem, was synthesized in good yield with high enantioselectivity based on chiral oxazaborolidine-mediated Mukaiyama aldol reaction of p-anisaldehyde with α,α-dichloro silyl ketene acetal (up to 96% ee), followed by reduction and cyclization.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::cb30259abcc73b0fb1aec7ba8cd8dcef https://doi.org/10.1016/s0040-4039(00)02235-8 Zobrazit plný text záznamu Full Text from ScienceDirect