100330-45-8Relevant articles and documents
Rhodium-Catalyzed Parallel Kinetic Resolution of Racemic Internal Allenes Towards Enantiopure Allylic 1,3-Diketones
Hilpert, Lukas J.,Breit, Bernhard
supporting information, p. 9939 - 9943 (2019/06/24)
A rare case of a parallel kinetic resolution of racemic 1,3-disubstituted allenes by means of a rhodium-catalyzed addition to 1,3-diketones furnishing enantiopure allylic 1,3-diketones is described. Mechanistic experiments demonstrate that the different allene enantiomers react in parallel to either the diastereomeric E- or Z-allylic 1,3-diketones with the same absolute configuration of the newly formed stereogenic center. A broad substrate scope demonstrates the synthetic utility of this new method.
Borylation of propargylic substrates by bimetallic catalysis. Synthesis of allenyl, propargylic, and butadienyl bpin derivatives
Zhao, Tony S. N.,Yang, Yuzhu,Lessing, Timo,Szabó, Kálmán J.
, p. 7563 - 7566 (2014/06/10)
Bimetallic Pd/Cu and Pd/Ag catalytic systems were used for borylation of propargylic alcohol derivatives. The substrate scope includes even terminal alkynes. The reactions proceed stererospecifically with formal S N2′ pathways to give allenyl boronates. Opening of propargyl epoxides leads to 1,2-diborylated butadienes probably via en allenylboronate intermediate.
Construction of 1,5-enynes by stereospecific Pd-catalyzed allyl-propargyl cross-couplings
Ardolino, Michael J.,Morken, James P.
, p. 8770 - 8773 (2012/07/02)
The palladium-catalyzed cross-coupling of chiral propargyl acetates and allyl boronates delivers chiral 1,5-enynes with excellent levels of chirality transfer and can be applied across a broad range of substrates.