Download PDF
Synlett 1992; 1992(1): 25-26
DOI: 10.1055/s-1992-21252
letter
© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.

Radical Isomerization and Allylation Reactions of 2-Iodo-3,3-dimethyl-4-pentenoate Esters

Dennis P. Curran* , Craig M. Jasperse, Ann C. Abraham
  • *Department of Chemistry, University of Pittsburgh, Pittsburgh, Pennsylvania,15260, USA
Further Information

Publication History

Publication Date:
18 September 2002 (online)

  PDF Download  Permissions and Reprints All articles of this category

Sunlamp irradiation of methyl 2-iodo-3,3-dimethyl-4-pentenoate (2c) induces isomerization to an equilibrium mixture rich (13/1) in methyl 3-iodo-3-methyl-2-vinylbutanoate (3c). Allylations of 2c with allyl sulfides and stannanes produce mixtures of rearranged (9; 6-substituted 3-methoxycarbonyl-4,4-dimethyl-1,6-heptadienes) or unrearranged (8; 6-substituted 4-methoxycarbonyl-3,3-dimethyl-1,6- heptadienes) allylation products.

      >