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Carbon-carbon bond forming reactions of acetylenic esters and ketones within frustrated phosphane/borane Lewis pair frameworks.

Authors :
Wang L
Li J
Deng D
Daniliuc CG
Mück-Lichtenfeld C
Kehr G
Erker G
Source :
Dalton transactions (Cambridge, England : 2003) [Dalton Trans] 2019 Aug 21; Vol. 48 (31), pp. 11921-11926. Date of Electronic Publication: 2019 Jul 17.
Publication Year :
2019

Abstract

The three-component reactions of bulky diarylbutenylphosphanes with dimethyl acetylenedicarboxylate (1a) and the strong boron Lewis acid B(C <subscript>6</subscript> F <subscript>5</subscript> ) <subscript>3</subscript> give the ylide-substituted cyclopropane derivatives 26. The acetylenic ester 1a and ketone 1b react with oligomethylene bridged frustrated phosphane/borane Lewis pairs to give the bicyclic C-H insertion/C-C coupling reaction products. The formal carbene products are formed by means of stepwise sequences involving polar intermediate.

Details

Language :
English
ISSN :
1477-9234
Volume :
48
Issue :
31
Database :
MEDLINE
Journal :
Dalton transactions (Cambridge, England : 2003)
Publication Type :
Academic Journal
Accession number :
31313781
Full Text :
https://doi.org/10.1039/c9dt02624j