Highly diastereoselective anionic [3 + 2] annulation strategy for functionalized cyclopentenes via α -oxoketene dithioacetals

Reddy, Kethiri R. ; Singh, L. W. ; Ila, Hiriyakkanavar ; Junjappa, Hiriyakkanavar (1994) Highly diastereoselective anionic [3 + 2] annulation strategy for functionalized cyclopentenes via α -oxoketene dithioacetals Journal of the Chemical Society, Perkin Transactions 1 (17). pp. 2439-2442. ISSN 0300-922X

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Official URL: http://pubs.rsc.org/en/content/articlelanding/1994...

Related URL: http://dx.doi.org/10.1039/P19940002439

Abstract

The allyl anion 2 derived from deprotonation of benzoyl(cyanomethyl)ketene dithioacetal 1 with LDA, is shown to undergo anionic [3 + 2] annulation with various activated olefins via tandem Michael addition aldol condensation to afford the corresponding functionalized cyclopentenes in a highly diastereoselective manner.

Item Type:Article
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ID Code:92882
Deposited On:08 Jun 2012 08:59
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