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CuI Mediated One-Pot Cycloacetalization/Ketalization of o-Carbonyl Allylbenzenes: Synthesis of Benzobicyclo[3.2.1]octane Core.

Authors :
Chan CK
Tsai YL
Chang MY
Source :
Organic letters [Org Lett] 2017 Apr 07; Vol. 19 (7), pp. 1870-1873. Date of Electronic Publication: 2017 Mar 23.
Publication Year :
2017

Abstract

CuI/DMSO-mediated intramolecular cycloacetalization/ketalization of o-carbonyl allylbenzenes has been achieved for constructing [6,6,5]-tricycles having a ketal motif in good yields. The expeditious one-step route provides a three C-O bond formation. The key products with the structural framework of a benzofused dioxabicyclo[3.2.1]octane core have been confirmed by X-ray crystallographic analysis. Synthesis of dihydroisocoumarin has been studied.

Details

Language :
English
ISSN :
1523-7052
Volume :
19
Issue :
7
Database :
MEDLINE
Journal :
Organic letters
Publication Type :
Academic Journal
Accession number :
28332839
Full Text :
https://doi.org/10.1021/acs.orglett.7b00630