Issue 24, 2001
From the journal:

Journal of the Chemical Society, Perkin Transactions 1

Synthesis of chiral cis- and trans-furo[3,2-c][2]benzoxocines from D-glucose by regioselective 8-endo aryl radical cyclisation

Aniruddha Nandi,a   Ranjan Mukhopadhyaya  and  Partha Chattopadhyay*a  

* Corresponding authors

a Indian Institute of Chemical Biology, 4, Raja S.C.Mullick Road, Calcutta-700 032, India
E-mail: 1: partha@iicb.res.in 2: partha_chatto@yahoo.co.in
Fax: 91-33-4730284

Abstract

A simple chiral synthesis of cis- and trans-furo[3,2-c][2]benzoxocines 8a–d and 9a–d through a regioselective 8-endo-trig aryl radical cyclisation of the respective 5,6-dideoxy-D-xylo-hex-5-enofuranosides 6a–d and 5,6-dideoxy-D-ribo-hex-5-enofuranosides 7a–d with tributyltin hydride is described.

Graphical abstract: Synthesis of chiral cis- and trans-furo[3,2-c][2]benzoxocines from D-glucose by regioselective 8-endo aryl radical cyclisation

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Article information

DOI
https://doi.org/10.1039/B107886K
Article type
Paper
Submitted
31 Aug 2001
Accepted
06 Nov 2001
First published
30 Nov 2001

J. Chem. Soc., Perkin Trans. 1, 2001, 3346-3351

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Synthesis of chiral cis- and trans-furo[3,2-c][2]benzoxocines from D-glucose by regioselective 8-endo aryl radical cyclisation

A. Nandi, R. Mukhopadhyay and P. Chattopadhyay, J. Chem. Soc., Perkin Trans. 1, 2001, 3346 DOI: 10.1039/B107886K

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