Condensation of Diethyl Malonate with Methyl Vinyl Ketone

Journal Article (Journal Article)

Ethoxide-catalyzed reaction of diethyl malonate with methyl vinyl ketone yields 1-carboxy-6-methylbicyclo-[3.3.1]non-6-ene-2,4-dione (VI) and, after hydrolysis, 1-methyl-2-acetyl-4-carboxycyclohexene-1 (XI). The separately prepared mono-Michael adduct (V) can be cyclized in very good yield to a mixture of 4-carboethoxycyclohexane-1,3-dione (II) and 3-ethoxy-6-carboethoxy-Δ2-cyclohexenone (XIII). © 1964, American Chemical Society. All rights reserved.

Full Text

Duke Authors

Cited Authors

  • Spencer, TA; Newton, MD; Baldwin, SW

Published Date

  • April 1, 1964

Published In

Volume / Issue

  • 29 / 4

Start / End Page

  • 787 - 789

Electronic International Standard Serial Number (EISSN)

  • 1520-6904

International Standard Serial Number (ISSN)

  • 0022-3263

Digital Object Identifier (DOI)

  • 10.1021/jo01027a004

Citation Source

  • Scopus