Intramolecular Nucleophilic Acyl Substitution Reaction of 3,4-Alkadienyl Carbonates Mediated by Ti(O-<i>i</i>-Pr)<sub>4</sub>/2 <i>i</i>-PrMgCl Reagent. Efficient Synthesis of Optically Active β,γ-Unsaturated Esters with an α-Substituent
作者:Yukio Yoshida、Sentaro Okamoto、Fumie Sato
DOI:10.1021/jo961401t
日期:1996.1.1
readily generated by the reaction of Ti(O-i-Pr)(4) with 2 i-PrMgCl, resulted in an intramolecular nucleophilic acyl substitution (INAS) reaction to afford vinyltitanium compounds 3 which, in turn, reacted with H(3)O(+), D(2)O, or iodine to give alpha-substituted beta,gamma-unsaturated esters 4 in good to excellent yields. The olefin moiety of the hydrolysis product 4 has (Z)-geometry mainly except for
Tellurium in organic synthesis: a new approach to trisubstituted γ-butyrolactones with trans–trans relative stereochemistry. Total enantioselective synthesis of (−)-Blastmycinolactol, (+)-Blastmycinone, (−)-NFX-2, and (+)-Antimycinone
作者:Renan S. Ferrarini、Alcindo A. Dos Santos、João V. Comasseto
DOI:10.1016/j.tetlet.2010.10.089
日期:2010.12
The total synthesis of (-)-Blastmycinolactol, (+)-Blastmycinone, (-)-NFX-2, and (+)-Antimycinone was accomplished in few steps in high yields and ee, starting from enantiomerically enriched (S)-Z-vinylic hydroxytellurides. (C) 2010 Published by Elsevier Ltd.
Scheuplein, Stefan W.; Brueckner, Reinhard, Chemische Berichte, 1991, vol. 124, # 8, p. 1871 - 1874