110211-32-0Relevant academic research and scientific papers
Facile Alder-Ene Reactions of Silylallenes Involving an Allenic C(sp2)-H Bond
Sabbasani, Venkata R.,Huang, Genping,Xia, Yuanzhi,Lee, Daesung
, p. 17210 - 17214 (2016/01/25)
Facile and selective Alder-ene reactions of silylallenes involving the activation of an allenic C(sp2)-H over an allylic C(sp3)-H bond is described. In this ene reaction, the presence of a silyl substituent was found to be critical for the observed reactivity and selectivity since the corresponding alkyl-substituted allenes show different reaction profiles. Computational studies show that the origin of this unusual reactivity is the lower bond dissociation energy of the α-C(sp2)-H bond in silylallenes compared to the corresponding nonsilylated allenes.
Selective synthesis of allenes and alkynes through ligand-controlled, palladium-catalyzed decarboxylative hydrogenolysis of propargylic formates
Ohmiya, Hirohisa,Yang, Mingyu,Yamauchi, Yoshihiro,Ohtsuka, Yuhki,Sawamura, Masaya
supporting information; experimental part, p. 1796 - 1799 (2010/09/07)
Ligand-controlled regioselective palladium-catalyzed decarboxylative hydrogenolysis of propargylic formates is described. A wide range of allenes and alkynes were obtained by using either 1,2-diphenylphosphinoethane (DPPE) or 1,6-bisdiphenylphosphinohexane (DPPH) as a catalyst ligand.
The synthesis of allenes by Cu(i)-catalyzed regio- and stereoselective reduction of propargylic carbonates with hydrosilanes
Zhong, Chongmin,Sasaki, Yusuke,Ito, Hajime,Sawamura, Masaya
supporting information; experimental part, p. 5850 - 5852 (2010/01/31)
Cu(i)-catalyzed anti-SN2′-type reduction of internal propargylic carbonates with hydrosilanes affords various di- and trisubstituted allenes with high regioselectivities; the reactions are compatible with functional groups and work efficiently
PALLADIUM-CATALYZED REDUCTION OF PROPARGYLIC ACETATES WITH SmI2. A MILD AND CONVENIENT METHOD FOR THE PREPARATION OF ALLENES
Tabuchi, Takanori,Inanaga, Junji,Yamaguchi, Masaru
, p. 5237 - 5240 (2007/10/02)
A highly regioselective reduction of propargylic acetates has been attained by using SmI2 and catalytic Pd(0) in the presence of 2,4-dimethyl-3-pentanol affording various types of allenes in high yields.
