132014-29-0Relevant articles and documents
Asymmetric catalytic reactions using P*-mono-, P*,N- and P*,P*-bidentate diamidophosphites with BINOL backbones and 1,3,2-diazaphospholidine moieties: Differences in the enantioselectivity
Gavrilov, Konstantin N.,Zheglov, Sergey V.,Rastorguev, Eugenie A.,Groshkin, Nikolay N.,Maksimova, Marina G.,Benetsky, Eduard B.,Davankov, Vadim A.,Reetz, Manfred T.
, p. 2599 - 2610 (2010)
A new series of P*-chiral diamidophosphites with 1,3,2- diazaphospholidine rings, based on (Sa)- or (Ra)-BINOL and their easily accessible derivatives, has been synthesized for the first time and tested in asymmetric transition metal catalysis. Up to 99% ee was achieved in the rhodium-catalyzed asymmetric hydrogenation of functionalized olefins and in the palladium-catalyzed allylic substitution. The influence of the nature of the donor atoms and denticity on the asymmetric induction is discussed. In addition, the first example of a successful platinum-catalyzed asymmetric allylic amination (up to 86% ee) with participation of organophosphorus ligands is considered.
Enantioselective Alkenylation of Aldehydes with Protected Propargylic Alcohols in the Presence of a Crown Ether as an Additive
Maliszewski, Benon,Bauer, Tomasz
, p. 3689 - 3693 (2019)
The enantioselective alkenylation of aldehydes with protected propargylic alcohols catalyzed by chiral amino thiol has been developed. The best results were obtained for the hydrozirconation-transmetallation to zinc protocol. The key element of the method is the use of crown ethers as an additive. The enantioselectivity of the reaction performed in the presence of the crown ether was substantially higher than in the absence of this additive and the enantiomer ratio reached 98:2. (Figure presented.).
Pd-Catalyzed Nazarov-Type Cyclization: Application in the Total Synthesis of β-Diasarone and Other Complex Cyclopentanoids
Singh, Bara,Bankar, Siddheshwar K.,Ramasastry
supporting information, p. 1043 - 1048 (2022/02/05)
We describe the palladium-catalyzed Nazarov-type cyclization of easily accessible (hetero)arylallyl acetates to pentannulated (hetero)arenes. This method provides ready access to various types of bi-, tri-, tetra-, and pentacyclic cyclopentanoids under ne
One-pot two-step reaction of selenosulfonate with isocyanides and allyl alcohol under aqueous conditions: Atom-economic synthesis of selenocarbamates and allyl sulfones
Ai, Jing-Jing,Li, Jian,Ji, Shun-Jun,Wang, Shun-Yi
supporting information, p. 721 - 724 (2020/07/24)
In many reactions involving selenosulfonate or thiosulfonate, the sulfone group often leaves in form of benzenesulfinic acid or sodium benzenesulfinate. A one-pot two-step reaction of selenosulfonate with isocyanides and allyl alcohol under aqueous conditions to afford selenocarbamates and allyl sulfone compounds is reported. The sulfinic acid as the first-step side product is converted to the allyl sulfone compound by water promoted reaction with allyl alcohol. Water acts as both an oxygen source of selenocarbamates and as a promoter to drive the second step reaction. The reactions have the advantages of mild conditions, green, environment-friendly, and high atomic economy.
