Reactions of vinylphosphonates. 2. Synthesis of functionalized dienes, trienes, and their analogs. Synthetic applications to regioselectively functionalized benzene …

…, K Nishimura, I Hirao, H Suganuma…

Index: Minami, Toru; Nishimura, Katsuhide; Hirao, Ichiro; Suganuma, Hiroyuki; Agawa, Toshio Journal of Organic Chemistry, 1982 , vol. 47, # 12 p. 2360 - 2363

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Citation Number: 29

Abstract

The phosphoryl-stabilized carbanions prepared from vinylphosphonates la, b and various carbanions 2a-c react with aldehydes 3 to give olefins having various functional groups. The dienes 5c-g produced by the reaction using a, P-unsaturated aldehydes and a methyl (methylsulfiny1) methyl sulfide carbanion (2b) easily undergo thermolysis to afford reactive intermediate 1-methylthio 1, 3, 5trienes, which are converted into the 1, 4-&ubstituted ...