A novel copper(II)/tin(II) reagent for regio- and chemoselective carbonyl propargylation

Citation
A. Kundu et al., A novel copper(II)/tin(II) reagent for regio- and chemoselective carbonyl propargylation, ORGANOMETAL, 18(15), 1999, pp. 2782-2785
Citations number
28
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANOMETALLICS
ISSN journal
02767333 → ACNP
Volume
18
Issue
15
Year of publication
1999
Pages
2782 - 2785
Database
ISI
SICI code
0276-7333(19990719)18:15<2782:ANCRFR>2.0.ZU;2-U
Abstract
A convenient and synthetically attractive protocol for the regioselective s ynthesis of homopropargyl alcohols from aldehydes and 2-propynyl halides ha ving terminal alkynes under the aegis of catalytic cupric bromide and stann ous chloride in THF is described. In- situ probing by H-1 NMR and MIKE-CID spectrum provides evidence for the copper(I)catalyzed formation of allenylt rihalostannane.