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
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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 |
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