Aziridination of chiral 3-(2,2-dimethyl-1,3-dioxolan-4-yl)-2-propenoate esters

Authors
Fazio, A Loreto, MA Tardella, PA Tofani, D
Citation
A. Fazio et al., Aziridination of chiral 3-(2,2-dimethyl-1,3-dioxolan-4-yl)-2-propenoate esters, TETRAHEDRON, 56(26), 2000, pp. 4515-4519
Citations number
18
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
56
Issue
26
Year of publication
2000
Pages
4515 - 4519
Database
ISI
SICI code
0040-4020(20000623)56:26<4515:AOC3E>2.0.ZU;2-4
Abstract
The reactions of chiral 3-(2,2-dimethyl-1,3-dioxolan-4-yl)-2-propenoate est ers 2-5 with NsONHCO(2)Et and CaO, produce the aziridine derivatives by add ition of (ethoxycarbonyl)amino group on the double bond. The stereoselectiv ity is good for trans substrates. Products are precursors to polyhydroxy am ino acids.double dagger (C) 2000 Elsevier Science Ltd. All rights reserved.