A diastereoselective unique route to cyclopropanes functionalized at all three ring carbon atoms from acyclic vinyl sulfone-modified carbohydrates

Atta, Ananta Kumar ; Pathak, Tanmaya (2009) A diastereoselective unique route to cyclopropanes functionalized at all three ring carbon atoms from acyclic vinyl sulfone-modified carbohydrates The Journal of Organic Chemistry, 74 (7). pp. 2710-2717. ISSN 0022-3263

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Official URL: http://pubs.acs.org/doi/abs/10.1021/jo802709q

Related URL: http://dx.doi.org/10.1021/jo802709q

Abstract

In a departure from the current trend of using metal-catalyzed routes to cyclopropanation, pentosyl and hexosyl vinyl sulfone-modified carbohydrates having the terminal double bond and a suitably positioned leaving group are reacted in a stereoselective fashion with a series of nucleophiles to yield a myriad of cyclopropanes substituted at all three ring carbon atoms.

Item Type:Article
Source:Copyright of this article belongs to American Chemical Society.
ID Code:104091
Deposited On:17 Mar 2017 10:38
Last Modified:17 Mar 2017 10:38

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