Direct synthesis of α-substituted phosphonates

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• 作者：Praveen Kumar ; K. ; Muthiah ; C. ; Kumaraswamy ; Sudha ; Kumara Swamy ; K. C.
• 关键词：phosphonates ; Abramov reaction
• 刊名：Tetrahedron Letters
• 出版年：2001
• 出版时间：April 30, 2001
• 年：2001
• 卷：42
• 期：18
• 页码：3219-3221
• 全文大小：85.1 K

文摘

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)CHCH-CH(Cl)Ph, respectively, are formed in good yields.