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:
[Hodgson, David M.; Angrish, Deepshikha Chemistry - A European Journal, 2007 , vol. 13, # 12 p. 3470 - 3479]
[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]
[Tezuka, Yasuyuki; Hashimoto, Akio; Ushizaka, Koh; Imai, Kiyokazu Journal of Organic Chemistry, 1990 , vol. 55, # 1 p. 329 - 333]