Synthesis and application of 3,3-spirocyclopropane derivatives obtained from 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose

Gurjar, M. K. ; Sharma, B. V. N. B. S. ; Venkateswara Rao, B. (1998) Synthesis and application of 3,3-spirocyclopropane derivatives obtained from 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose Journal of Carbohydrate Chemistry, 17 (7). pp. 1107-1115. ISSN 0732-8303

Full text not available from this repository.

Official URL: http://www.informaworld.com/smpp/content~db=all~co...

Related URL: http://dx.doi.org/10.1080/07328309808001887

Abstract

3,3-Spirocyclopropane derivatives (5 and 7) were prepared by three different methods of cyclopropanation starting from 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose (2). Subsequent radical induced cyclopropane ring opening reaction stereo-specifically provided the 3-C-allyl derivative (9). However, activation of the cyclopropyl ring through the aldehyde (10) followed by hydrogenation gave a quaternary chiral derivative (11) which was elaborated to the versatile intermediate (1) by using Bamford-Stevens reaction.

Item Type:Article
Source:Copyright of this article belongs to Taylor and Francis Ltd.
ID Code:11395
Deposited On:09 Nov 2010 05:37
Last Modified:02 Jun 2011 09:58

Repository Staff Only: item control page