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Copper-catalyzed borylation of α-alkoxy allenes with bis(pinacolato)diboron: efficient synthesis of 2-boryl 1,3-butadienes.

Authors :
Semba K
Fujihara T
Terao J
Tsuji Y
Source :
Angewandte Chemie (International ed. in English) [Angew Chem Int Ed Engl] 2013 Nov 18; Vol. 52 (47), pp. 12400-3. Date of Electronic Publication: 2013 Oct 02.
Publication Year :
2013

Abstract

Something solid to build on: 2-Boryl 1,3-butadienes with various substitution patterns were formed in good to high yields in a copper-catalyzed borylation of α-alkoxy allenes with bis(pinacolato)diboron (see scheme; Bn=benzyl, pin=pinacolate, L is an N-heterocyclic carbene ligand). The products were found to be useful intermediates for the synthesis of cyclic vinyl boranes, α,β-unsaturated ketones, and functionalized multisubstituted dienes.<br /> (Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.)

Details

Language :
English
ISSN :
1521-3773
Volume :
52
Issue :
47
Database :
MEDLINE
Journal :
Angewandte Chemie (International ed. in English)
Publication Type :
Academic Journal
Accession number :
24123693
Full Text :
https://doi.org/10.1002/anie.201306843