Umpolung of π-allylpalladium intermediates. A chemoselective reductive elimination of diols was written by Trost, Barry M.;Tometzki, Gerald B.. And the article was included in Journal of Organic Chemistry in 1988.Application of 50767-78-7 The following contents are mentioned in the article:
Enediol dicarbonates undergo reductive elimination to form conjugated dienes by using a catalytic amount of a Pd(0) complex, wherein either the alkoxide liberated from the carbonate or triisopropyl phosphite serves as a stoichiometric reducing agent. The reaction is highly chemoselective with the following functional groups showing compatibility: aldehyde, ketone, ester, alkyl bromide, conjugated enone, olefin, acetylene, and hydroxyl. The reaction preferentially forms E-dienes. An umpolung of the electrophilic π-allylpalladium complex to a nucleophilic one is proposed to account for this unusual reductive elimination. This new type of behavior potentially expands greatly the synthetic applications of π-allylpalladium intermediates in synthesis. This study involved multiple reactions and reactants, such as (E)-Dodeca-9,11-dien-1-yl acetate (cas: 50767-78-7Application of 50767-78-7).
(E)-Dodeca-9,11-dien-1-yl acetate (cas: 50767-78-7) belongs to esters. Volatile esters with characteristic odours are used in synthetic flavours, perfumes, and cosmetics. Certain volatile esters are used as solvents for lacquers, paints, and varnishes. Esters contain a carbonyl center, which gives rise to 120° C–C–O and O–C–O angles. Unlike amides, esters are structurally flexible functional groups because rotation about the C–O–C bonds has a low barrier. Their flexibility and low polarity is manifested in their physical properties; they tend to be less rigid (lower melting point) and more volatile (lower boiling point) than the corresponding amides. Application of 50767-78-7
Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics