Tetrahedron Letters p. 1829 - 1832 (1990)
Update date:2022-07-30
Topics:
Chen, Huai Gu
Gage, Jennifer L.
Barrett, Stephen D.
Knochel, Paul
The addition of benzenesulfenyl (or benzeneselenyl) chlorides to propargylic chlorides affords regio- and stereospecifically (E)-1,3-dichloro-2-phenylsulfenyl (or phenylselenyl) propenes (2a-c).These new reagents were found to react with excellent SN2'selectivity with the highly functionalized copper-zinc reagents RCu(CN)ZnX, affording polyfunctional vinylic-thioethers or -selenides of type 3.The acidic hydrolysis of 3 furnishes symmetrical ketones in good yields.
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