Synthesis of dodecahedrane precursors. 3. Synthesis of alkylidene-1, 3-cyclopentanediones and attempts to roof peristylanes

…, WH Bunnelle, P Engel

Index: Eaton, Philip E.; Bunnelle, William H.; Engel, Peter Canadian Journal of Chemistry, 1984 , vol. 62, p. 2612 - 2626

Full Text: HTML

Citation Number: 19

Abstract

Phenylsulfenylation of 2-alkyl-1, 3-cyclopentanediones followed by oxidation and elimination is shown to give easy access to 2-alkylidene-1, 3-cyclopentanediones, a heretofore rare class of highly reactive compounds with good synthetic potential as dienophiles, Michael acceptors, etc. The synthesis of 2-phenylthio-1, 3-cyclopentanedione is given and its use as synthon for introduction of the 2-alkylidene-1, 3-cyclopentadione ...