The Journal of Organic Chemistry

Conformations of the Radical Anions from Dialkyl Maleates and Fumarates

S Nelsen, J Gillespie

Index: Nelson,S.F.; Gillespie,J.P. Journal of Organic Chemistry, 1975 , vol. 40, # 16 p. 2391 - 2394

Full Text: HTML

Citation Number: 13

Abstract

Both dialkyl maleates and fumarates give the same mixture of monoanion radicals, as several workers have noted. It is proposed that all the conformations observed are trans at the original carbon-carbon double bond, and that syn and anti alkyl conformations are observed with primary alkyl groups. This proposal requires that surprisingly slow carbonyl carbon-alkoxy1 oxygen rotation occurs in the radical anions.

Related Articles:

Highly Chemo??and Stereoselective Intermolecular Coupling of Diazoacetates To Give cis??Olefins by Using Grubbs Second??Generation Catalyst

[Hodgson, David M.; Angrish, Deepshikha Chemistry - A European Journal, 2007 , vol. 13, # 12 p. 3470 - 3479]

Concave Reagents 32: syn-and anti-Selective Cyclopropanation of Alkenes with Diazoacetates Catalyzed by Copper (i) Complexes of Concave 1, 10- …

[Loeffler, Frank; Hagen, Martin; Luening, Ulrich Synlett, 1999 , # 11 p. 1826 - 1828]

Efficient and stereoselective synthesis of J-104,118, a novel, potent inhibitor of squalene synthase

[Iwasawa, Yoshikazu; Nonoshita, Katsumasa; Tomimoto, Koji Tetrahedron Letters, 1995 , vol. 36, # 41 p. 7459 - 7462]

Ruthenium (II) Cl2-Bis (oxazolinyl) bipyridine Complex. Its Structure and Reactivity.

[Nishiyama, Hisao; Park, Soon-Bong; Haga, Masa-aki; Aoki, Katsuyuki; Itoh, Kenji Chemistry Letters, 1994 , # 6 p. 1111 - 1114]

Generation and reactions of novel copper carbenoids through a stoichiometric reaction of copper metal with gem-dichlorides in dimethyl sulfoxide

[Tezuka, Yasuyuki; Hashimoto, Akio; Ushizaka, Koh; Imai, Kiyokazu Journal of Organic Chemistry, 1990 , vol. 55, # 1 p. 329 - 333]

More Articles...