Improved stereoselective synthesis of optically active methylene lactone, key intermediate for the synthesis of 1,2-oxidized furofuran lignan, by direct alpha-methylenation to butanolide

Authors
Yamauchi, S Yamamoto, N Kinoshita, Y
Citation
S. Yamauchi et al., Improved stereoselective synthesis of optically active methylene lactone, key intermediate for the synthesis of 1,2-oxidized furofuran lignan, by direct alpha-methylenation to butanolide, BIOS BIOT B, 64(10), 2000, pp. 2209-2215
Citations number
10
Categorie Soggetti
Agricultural Chemistry","Biochemistry & Biophysics
Journal title
BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY
ISSN journal
09168451 → ACNP
Volume
64
Issue
10
Year of publication
2000
Pages
2209 - 2215
Database
ISI
SICI code
0916-8451(200010)64:10<2209:ISSOOA>2.0.ZU;2-7
Abstract
(3R)-3-[(1R)-1-(tert-Butyldimethylsilyl)oxy-1-(2-methoxy-4,5- methylenediox yphenyl) methyl]-2-methylene-4-butanolide, which is a key intermediate for the synthesis of 1,2-oxidized furofuran lignan, was stereoselectively synth esized from L-glutamic acid by applying direct methylenation to butanolide.