151710-66-6Relevant articles and documents
Asymmetric Traceless Petasis Borono-Mannich Reactions of Enals: Reductive Transposition of Allylic Diazenes
Jiang, Yao,Thomson, Regan J.,Schaus, Scott E.
supporting information, p. 16631 - 16635 (2017/12/13)
The traceless Petasis borono-Mannich reaction of enals, sulfonylhydrazines, and allylboronates, catalyzed by chiral biphenols, results in an asymmetric reductive transposition of the in situ generated allylic diazene. Acyclic 1,4-diene products bearing either alkyl- or aryl-substituted benzylic stereocenters are afforded in excellent yields and enantiomeric ratios of up to 99:1. The use of crotylboronates in the reaction results in concomitant formation of two stereocenters in either a 1,4-syn or anti relationship from the corresponding E- or Z-crotylboronate used in the reaction. The use of β-monosubstituted enals in the asymmetric traceless Petasis borono-Mannich reaction of crotylboronates installs tertiary methyl-bearing stereocenters in good yields and high enantioselectivities.
Hydrosilylation of alkynes catalyzed by ruthenium carbene complexes
Maifeld, Sarah V.,Tran, Michael N.,Lee, Daesung
, p. 105 - 108 (2007/10/03)
Hydrosilylation of terminal alkynes with a variety of silanes catalyzed by Cl2(PCy3)2RuCHPh (1) affords mainly the Z-isomer via trans addition in excellent yields. The presence of a hydroxyl group in close proximity to the
Highly stereoselective syntheses of alkenylsilanes and germanes utilizing cyclobutyl ketones
Fujiwara, Tooru,Sawabe, Koichi,Takeda, Takeshi
, p. 8349 - 8370 (2007/10/03)
(E)-Alkenylsilanes were synthesized with high stereoselectivity by the diastereoselective addition of the dimethylphenylsilyllithium to the trans-2-phenylthiocyclobutyl ketones and the Lewis acid-promoted promoted stereospecific ring opening reactions of the resulting cyclobutanemethanol derivatives. (E)-1,5-Disubstituted 1,5-dienylsilanes and germanes were also produced stereoselectively by the similar zinc salt-catalyzed ring opening reaction of α-dimethylphenylsilyl- or α-triethylgermyl-1-[2-(trimethylsilylmethyl)cyclobutane]methanol derivatives.
Synthesis of Silicon Substituted Cyclopropylmethyl Alcohols in Optically Active Form via Asymmetric Simmons-Smith Reaction of γ-Silicon Substituted Allylic Alcohols
Ukaji, Yutaka,Sada, Kazunori,Inomata, Katsuhiko
, p. 1227 - 1230 (2007/10/02)
Optically active silicon substituted cyclopropyl methyl alcohols were synthesized through asymmetric Simmons-Smith reaction; that is, the reaction of γ-silicon substituted allylic alcohols with diethylzinc and diiodomethane utilizing (+)-diethyl tartrate
