A MICHAEL ROUTE TO ACETALS AND THIOACETALS - PREPARATION OF ACETALS (THIOACETALS) OF 2-SULFONYLACETALDEHYDE FROM ALKYNYL AND OTHER UNSATURATED ARYL SULFONES

Authors
COSSU S DELUCCHI O FABRIS F BALLINI R BOSICA G
Citation
S. Cossu et al., A MICHAEL ROUTE TO ACETALS AND THIOACETALS - PREPARATION OF ACETALS (THIOACETALS) OF 2-SULFONYLACETALDEHYDE FROM ALKYNYL AND OTHER UNSATURATED ARYL SULFONES, Synthesis, (12), 1996, pp. 1481
Citations number
20
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Synthesis → ACNP
ISSN journal
00397881
Issue
12
Year of publication
1996
Database
ISI
SICI code
0039-7881(1996):12<1481:AMRTAA>2.0.ZU;2-P
Abstract
A simple protocol for the direct transformation of arylsulfonylalkynes 1, (Z)- and (E)-1,2-bis(phenylsulfonyl)ethylene (2), and (E)-1-chloro -2-phenylsulfonylethylene (3) into the acetals or thioacetals of acety l sulfones is-presented. It engages the NaH-catalyzed reaction of an a lcohol or a thiol with 1-3 at room temperature for 2-12 hours. Emphasi s is given to enantiopure C-2 symmetric diols for the production of ch iral building blocks to be used in asymmetric synthesis.