The acetal concept : regioselective access toortho,ortho-diphenols via dibenzo-1,3-dioxepines

Masters, Kye-Simeon & Bräse, Stefan (2013) The acetal concept : regioselective access toortho,ortho-diphenols via dibenzo-1,3-dioxepines. Angewandte Chemie International Edition, 52(3), pp. 866-869.

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Traditional methods are ill-suited for the synthesis of ortho,ortho-biphenols, a structural motif found in many polyphenolic natural products, as well as synthetically useful compounds such as the chiral ligands binol, vapol, and vanol. The new route consists of a radical-based reaction of an acetal-tethered biphenyl ether substrate and subsequent hydrolytic cleavage of the dibenzo-1,3-dioxepine intermediate.

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27 citations in Scopus
26 citations in Web of Science®
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ID Code: 69691
Item Type: Journal Article
Refereed: Yes
DOI: 10.1002/anie.201207485
ISSN: 1433-7851
Subjects: Australian and New Zealand Standard Research Classification > CHEMICAL SCIENCE (030000) > ORGANIC CHEMISTRY (030500) > Organic Chemical Synthesis (030503)
Divisions: Current > Schools > School of Chemistry, Physics & Mechanical Engineering
Current > QUT Faculties and Divisions > Science & Engineering Faculty
Copyright Owner: Copyright 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Deposited On: 02 Apr 2014 23:26
Last Modified: 03 Apr 2014 22:25

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