77397-04-7Relevant academic research and scientific papers
A new type of complex reagent, R4Pb / TiCl4
Yamamoto, Yoshinori,Yamada, Jun-Ichi,Asano, Tetsuya
, p. 5587 - 5596 (2007/10/02)
Tetraalkllleads (R4Pb) reacted quite smoothly with aldehydes R'CHO in the presence of TiCl4 to produce the corresponding alcohols (RCHOHR′) in high to good yields. The reagent system, R4Pb/ TiCl4, exhibited high chemoselectivity; only aldehydes underwent the alkylation in the presence of ketones. Further, the new reagent exhibited high 1,2- and 1,3-asymmetric induction. The transfer order of alkyl groups in the reaction of aldehydes with mixed tetraalkylleads/TiCl4 was determined; Me>Et.i-Pr?n-Bu.
Diols obtained via chemo and regioselective ring opening of epoxy alcohols: A straightforward synthesis of 2S,3S-octandiol
Bonini, Carlo,Righi, Giuliana
, p. 1531 - 1538 (2007/10/02)
Epoxy alcohols are regio and chemoselectively opened to the corresponding iodohydrins and then reduced in situ to diols; the application of the described procedure leads to a short asymmetric of a well known pheromone. Also homoallylic (E and Z) epoxy alcohols and its benzylated derivatives shows high preference for regioselective opening affording the corresponding 1,3 diol.
