n-pentyl 1-methyl-1H-tetrazol-5-yl (MT) sulfone 1a in the Julia-Kocienski reactions were compared with those of the PT sulfone 1b and the TBT sulfone 1c. The improved stability of the anion derived from the n-pentyl MT sulfone 1a enhanced the efficiency of the olefination reactions and gave higher yields of the product alkenes 3 compared with the PT sulfone 1b. Especially high E-selectivity and high
Stabilization of long-chain intermediates in solution. Octyl radicals and cations
作者:Aleksandar V. Teodorović、Dalibor M. Badjuk、Nenad Stevanović、Radoslav Z. Pavlović
DOI:10.1016/j.molstruc.2013.02.020
日期:2013.5
The rearrangements of 1-octyl, 1-decyl and 1-tridecyl intermediates obtained from thermal lead(IV) acetate (LTA) decarboxylation of nonanoic, undecanoic and tetradecanoic acid were investigated experimentally through analysis and distribution of the products. The relationships between 1,5-, 1,6- and possibly existing 1,7-homolytic hydrogen transfer in 1-octyl-radical, as well as successive 1,2-hydride shift in corresponding cation have been computed via Monte-Carlo method. Taking into account that ratios of 1,5-/1,6-homolytic rearrangements in 1-octyl- and 1-tridecyl radical are approximately the same, the simulation shows very low involvement of 1,7-hydrogen rearrangement (1,5-/1,6-/1,7-hydrogen rearrangement = 85:31:1) in 1-octyl radical. (C) 2013 Elsevier B.V. All rights reserved.
Vinyl-Copper Derivatives; X<sup>1</sup>. Alkylation of (<i>Z</i>)-Dialkenylcuprates
作者:A. Alexakis、G. Cahiez、J. F. Normant
DOI:10.1055/s-1979-28851
日期:——
A simple three-component olefin coupling procedure
作者:Edward Turos、Kenneth Boy、Xiao Feng Ren
DOI:10.1021/jo00050a061
日期:1992.11
Normant,J.-F. et al., Comptes Rendus des Seances de l'Academie des Sciences, Serie C: Sciences Chimiques, 1974, vol. 278, p. 967 - 968