Issue 71, 2014
From the journal:

RSC Advances

Diastereoselective synthesis of highly functionalized cis-1-oxadecalines via 6-endo-tet-cyclizations of 2-C-branched sugars†

Mallikharjuna Rao Lambuab  and  Debaraj Mukherjee*ab  

* Corresponding authors

a NPC-Microbes, CSIR-IIIM (Indian Institute of Integrative Medicine), Canal Road, Jammu, J & K, India
E-mail: dmukherjee@iiim.ac.in
Fax: +91-191-2569111
Tel: +91-191-2569000

b Academy of Scientific and Innovative Research (AcSIR), India

Abstract

Zinc mediated Barbier reaction of 4-chloro-2-eno-C-allyl pyranoside with aryl aldehydes provided benzylic alcoholic products which underwent FeCl3 catalyzed highly stereoselective 6-endo-tet cyclization giving access to functionalized cis-1-oxadecalins at room temperature.

Graphical abstract: Diastereoselective synthesis of highly functionalized cis-1-oxadecalines via 6-endo-tet-cyclizations of 2-C-branched sugars

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Article information

DOI
https://doi.org/10.1039/C4RA06554A
Article type
Paper
Submitted
02 Jul 2014
Accepted
06 Aug 2014
First published
06 Aug 2014

RSC Adv., 2014,4, 37908-37913

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Diastereoselective synthesis of highly functionalized cis-1-oxadecalines via 6-endo-tet-cyclizations of 2-C-branched sugars

M. R. Lambu and D. Mukherjee, RSC Adv., 2014, 4, 37908 DOI: 10.1039/C4RA06554A

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