1,2-epimino-3,4-epoxybutane: A versatile chiral building block

Authors
Harms, G Schaumann, E Adiwidjaja, G
Citation
G. Harms et al., 1,2-epimino-3,4-epoxybutane: A versatile chiral building block, SYNTHESIS-S, (4), 2001, pp. 577-580
Citations number
16
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
SYNTHESIS-STUTTGART
ISSN journal
00397881 → ACNP
Issue
4
Year of publication
2001
Pages
577 - 580
Database
ISI
SICI code
0039-7881(200104):4<577:1AVCBB>2.0.ZU;2-7
Abstract
The synthesis of enantiomerically pure 1,2-epimino-3,4-epoxy-(N-toluenesulf onyl)butane (6) in the S,R-(erythro) and R,R-(threo) configurations is desc ribed. This building block offers a new route to targets with an 1,2-aminoh ydroxy functionality. As an example, the new 1,4-biselectrophile is employe d in a cyclopentane synthesis.