Issue 16, 2015
From the journal:

Organic & Biomolecular Chemistry

Intramolecular direct aldol reactions of sugar 2,7-diketones: syntheses of hydroxylated cycloalka(e)nones†

Tony K. M. Shing*a  and  Hau M. Chenga  

* Corresponding authors

a Department of Chemistry and Center of Novel Functional Molecules, The Chinese University of Hong Kong, Shatin, Hong Kong, China
E-mail: tonyshing@cuhk.edu.hk
Web: http://www.dahsing.com
Fax: +852 2603 5057
Tel: +852 3943 6344

Abstract

A regio- and stereoselective intramolecular direct aldol reaction of 2,7-diketones derived from carbohydrates has been developed to construct cycloalkanones 7, which were dehydrated to obtain heavily oxygenated cycloalkenones 8.

Graphical abstract: Intramolecular direct aldol reactions of sugar 2,7-diketones: syntheses of hydroxylated cycloalka(e)nones

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Article information

DOI
https://doi.org/10.1039/C5OB00253B
Article type
Paper
Submitted
05 Feb 2015
Accepted
12 Mar 2015
First published
12 Mar 2015

Org. Biomol. Chem., 2015,13, 4795-4802

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Intramolecular direct aldol reactions of sugar 2,7-diketones: syntheses of hydroxylated cycloalka(e)nones

T. K. M. Shing and H. M. Cheng, Org. Biomol. Chem., 2015, 13, 4795 DOI: 10.1039/C5OB00253B

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