Synthesis 2017; 49(18): 4221-4228
DOI: 10.1055/s-0036-1588543
special topic
© Georg Thieme Verlag Stuttgart · New York

Phenol Oxidative Dearomatization of Modified Nucleoside Templates: A Simple Access to the C7-Spiroannulated Octosyl Acid Framework

Venkannababu Mullapudi
a  Division of Organic Chemistry, CSIR-National Chemical Laboratory, Dr. Homi Bhabha Road, Pune 411008, India   Email: vr.chepuri@ncl.res.in
,
Ravindra B. Bhogade
a  Division of Organic Chemistry, CSIR-National Chemical Laboratory, Dr. Homi Bhabha Road, Pune 411008, India   Email: vr.chepuri@ncl.res.in
,
Mukund V. Deshpande
b  Division of Biochemical Sciences, CSIR-National Chemical Laboratory, Dr. Homi Bhabha Road, Pune 411008, India
,
a  Division of Organic Chemistry, CSIR-National Chemical Laboratory, Dr. Homi Bhabha Road, Pune 411008, India   Email: vr.chepuri@ncl.res.in
› Author Affiliations
The antifungal program at CSIR-NCL, Pune, is funded by the Department of Biotechnology, India (grant BT/PR7442/MED/29/680/2012). V.M. thanks UGC for a research fellowship.
Further Information

Publication History

Received: 15 April 2017

Accepted after revision: 26 July 2017

Publication Date:
28 August 2017 (online)

Published as part of the Special Topic Modern Cyclization Strategies in Synthesis

Abstract

Phenol oxidative dearomatization and cyclization has been executed successfully on nucleoside templates to synthesize C7-spiroannulated perhydrofuropyran nucleosides and C6-spiroannulated perhydrofurofuran nucleosides as novel analogues of octosyl acid and related peptidyl nucleosides.

Supporting Information

 
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