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Arylboronic Acid Catalyzed C -Alkylation and Allylation Reactions Using Benzylic Alcohols.

Authors :
Estopiñá-Durán S
Mclean EB
Donnelly LJ
Hockin BM
Taylor JE
Source :
Organic letters [Org Lett] 2020 Oct 02; Vol. 22 (19), pp. 7547-7551. Date of Electronic Publication: 2020 Sep 22.
Publication Year :
2020

Abstract

The arylboronic acid catalyzed dehydrative C -alkylation of 1,3-diketones and 1,3-ketoesters using secondary benzylic alcohols as the electrophile is reported, forming new C-C bonds (19 examples, up to 98% yield) with the release of water as the only byproduct. The process is also applicable to the allylation of benzylic alcohols using allyltrimethylsilane as the nucleophile (12 examples, up to 96% yield).

Details

Language :
English
ISSN :
1523-7052
Volume :
22
Issue :
19
Database :
MEDLINE
Journal :
Organic letters
Publication Type :
Academic Journal
Accession number :
32959662
Full Text :
https://doi.org/10.1021/acs.orglett.0c02736