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Highly asymmetric Pummerer-type reaction induced by ethoxy vinyl esters

โœ Scribed by Norio Shibata; Masato Matsugi; Noriyuki Kawano; Seiji Fukui; Chino Fujimori; Kentoku Gotanda; Kenji Murata; Yasuyuki Kita

Book ID
104360966
Publisher
Elsevier Science
Year
1997
Tongue
English
Weight
434 KB
Volume
8
Category
Article
ISSN
0957-4166

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โœฆ Synopsis

Ethoxy vinyl esters (EVE:2) were efficient reagents for promoting the asymmetric Pummerer reaction with high enantioselectivity and high yield in contrast to the generally used acid anhydrides. Increasing the electron-donating ability on the R function in EVE 2 tended to increase enantioselectivity. Consequently, effective asymmetric rearrangements were achieved using EVEs 2b,e bearing a methoxybenzoyloxy function.

๐Ÿ“œ SIMILAR VOLUMES

A novel asymmetric pummerer reaction ind
A novel asymmetric pummerer reaction induced by ethoxy vinyl ester
โœ Yasuyuki Kita; Norio Shibata; Noriyuki Kawano; Seiji Fukui; Chino Fujimori ๐Ÿ“‚ Article ๐Ÿ“… 1994 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 163 KB

l%ePummerer marrangcmeni is widely used for the pepration of ~~ylox~u~&s from sulfoxidcs by tmatment of acid anhydrides, acids, or acid halides, t) Although the asymmetric Pummemr rcarrangemcnt is of sisnificant impmtance due to the chkal transfer from optically active sulfoxides to the u-carbon of