2-STEP CONVERSION OF SELENOTHIOACETIC ACID S-BUTYL ESTER TO 1,3-OXASELENOLANES VIA REGIOSELECTIVE AND STEREOSELECTIVE RING-OPENING OF OXIRANES

Authors
MURAI T FUJII M KATO S
Citation
T. Murai et al., 2-STEP CONVERSION OF SELENOTHIOACETIC ACID S-BUTYL ESTER TO 1,3-OXASELENOLANES VIA REGIOSELECTIVE AND STEREOSELECTIVE RING-OPENING OF OXIRANES, Chemistry Letters, (6), 1997, pp. 545-546
Citations number
27
Categorie Soggetti
Chemistry
Journal title
Chemistry Letters → ACNP
ISSN journal
03667022
Issue
6
Year of publication
1997
Pages
545 - 546
Database
ISI
SICI code
0366-7022(1997):6<545:2COSAS>2.0.ZU;2-A
Abstract
The reaction of the lithium eneselenolate generated from selenothioace tic acid S-butyl ester with oxiranes proceeded regio- and stereoselect ively to give beta-hydroxyethyl vinyl selenides in good yields. The ac id-catalyzed cyclization of beta-hydroxyethyl vinyl selenides was comp lete within 5 min to give 1,3-oxaselenolanes.