Direct synthesis of α-substituted phosphonates

Praveen Kumar, K. ; Muthiah, C. ; Kumaraswamy, Sudha ; Kumara Swamy, K. C. (2001) Direct synthesis of α-substituted phosphonates Tetrahedron Letters, 42 (18). pp. 3219-3221. ISSN 0040-4039

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Official URL: http://dx.doi.org/10.1016/S0040-4039(01)00399-9

Related URL: http://dx.doi.org/10.1016/S0040-4039(01)00399-9

Abstract

The α-substituted phosphonates (OCH2CMe2CH2O)P(O)CH(X)(Ar) [X=Cl, OMe, NMe2 and OSiMe3], useful precursors for Horner-Wadsworth-Emmons reactions, are readily prepared by treating (OCH2CMe2CH2O)PX with an aromatic aldehyde. In the reaction of (OCH2CMe2CH2O)PCl with furfuraldehyde and cinnamaldehyde, the 5-chlorofurfurylphosphonate (OCH2CMe2CH2O)P(O)CH2(5-Cl-C4H2O) and the γ-chlorophosphonate (OCH2CMe2CH2O)P(O)CH=CH-CH(Cl)Ph, respectively, are formed in good yields.

Item Type:Article
Source:Copyright of this article belongs to Elsevier Science.
Keywords:Phosphonates; Abramov Reaction
ID Code:29650
Deposited On:23 Dec 2010 05:41
Last Modified:07 Jun 2011 06:00

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