Synthesis of chiral 2-oxo- and 2-thio-1,3,2-oxazaphospholidines via the asymmetric cyclization of L-serinoates with (thio)phosphoryl dichlorides

Authors
He, ZJ Chen, WB Zhou, ZH Tang, CC
Citation
Zj. He et al., Synthesis of chiral 2-oxo- and 2-thio-1,3,2-oxazaphospholidines via the asymmetric cyclization of L-serinoates with (thio)phosphoryl dichlorides, SYN COMMUN, 30(18), 2000, pp. 3473-3479
Citations number
11
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
SYNTHETIC COMMUNICATIONS
ISSN journal
00397911 → ACNP
Volume
30
Issue
18
Year of publication
2000
Pages
3473 - 3479
Database
ISI
SICI code
0039-7911(2000)30:18<3473:SOC2A2>2.0.ZU;2-E
Abstract
In this paper is described the asymmetric cyclization of L-serine derivativ es with phosphoro(no-)dichloridates or their thio-analogues, and investigat ed the asymmetric induction effect of chiral carbon centre on the forming c hiral phosphorus centre. Some cyclization products have been separated as a pure diastereomer and their configuration is preliminarily discussed.