Cyclic five-membered phosphinate esters as transition state analogues for obtaining phosphohydrolase antibodies

…, K Wooler, J Lee, SD Taylor

Index: Hum, Gabriel; Wooler, Krista; Lee, Jeremy; Taylor, Scott D. Canadian Journal of Chemistry, 2000 , vol. 78, # 5 p. 642 - 655

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Citation Number: 6

Abstract

Two novel cyclic five-membered phosphinate esters (6 and 7) were synthesized and used as transition state analogues (TSAs) for raising phosphohydrolase antibodies. The key step in the syntheses was a McCormack reaction between (2-chloroethyl) dichlorophosphite and 1, 4-diphenyl-1, 3-butadiene to form isomeric cyclic phosphinyl chlorides which upon further elaboration yielded the TSAs. X-ray crystal structures of two cyclic phosphinate TSA ...