Publications [#231837] of Steven W. Baldwin

Journal Articles

1. Spencer, TA; Newton, MD; Baldwin, SW, Condensation of Diethyl Malonate with Methyl Vinyl Ketone, Journal of Organic Chemistry, vol. 29 no. 4 (April, 1964), pp. 787-789, American Chemical Society (ACS), ISSN 0022-3263 [doi]
   (last updated on 2026/01/22)

   Abstract:
   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.