A SIMPLE CYCLOADDITION APPROACH TO A RACEMATE OF THE NATURAL SWEETENER MONATIN

Authors
HOLZAPFEL CW BISCHOFBERGER K OLIVIER J
Citation
Cw. Holzapfel et al., A SIMPLE CYCLOADDITION APPROACH TO A RACEMATE OF THE NATURAL SWEETENER MONATIN, Synthetic communications, 24(22), 1994, pp. 3197-3211
Citations number
6
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Synthetic communications → ACNP
ISSN journal
00397911
Volume
24
Issue
22
Year of publication
1994
Pages
3197 - 3211
Database
ISI
SICI code
0039-7911(1994)24:22<3197:ASCATA>2.0.ZU;2-Q
Abstract
The reaction of methyl 2-(3-indolylmethyl)-acrylate 2 with carbethoxyf ormonitrile oxide 3, followed by saponification and reduction, gives m ainly racemic monatin 1. Preliminary attempts to adapt the 2+3 cycload dition to a new chiral synthesis of monatin, is described.