ChemInform Abstract: Catalytic Asymmetric Synthesis of 2,2-Disubstituted Terminal Epoxides via Dimethyloxosulfonium Methylide Addition to Ketones

Autor:	Toshihiko Sone, Akitake Yamaguchi, Masakatsu Shibasaki, Shigeki Matsunaga
Rok vydání:	2008
Předmět:	Chemistry Yield (chemistry) Enantioselective synthesis General Medicine Dimethyloxosulfonium methylide Medicinal chemistry Catalysis
Zdroj:	ChemInform. 39
ISSN:	1522-2667 0931-7597
DOI:	10.1002/chin.200849095
Popis:	Catalytic asymmetric Corey−Chaykovsky epoxidation of ketones with dimethyloxosulfonium methylide 2 using an LLB 1a + Ar3P═O complex proceeded smoothly at room temperature, and 2,2-disubstituted terminal epoxides were obtained in high enantioselectivity (91−97%) and yield (>88−99%) from a broad range of methyl ketones with 1−5 mol % catalyst loading. The use of achiral additive Ar3P═O 5i was important to achieve high enantioselectivity.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::3a0d4803aae5ba5d54a7d04cc335cbb9 https://doi.org/10.1002/chin.200849095 Zobrazit plný text záznamu Plný text