200440-86-4Relevant academic research and scientific papers
Lipase-mediated resolution of 4-TMS-3-butyn-2-ol and use of the mesylate derivatives as a precursor to a highly stereoselective chiral allenylindium reagent
Marshall, James A.,Chobanian, Harry R.,Yanik, Mathew M.
, p. 3369 - 3372 (2001)
Matrix presented An improved procedure for the resolution of 4-trimethylsilyl-3-butyn-2-ol has been developed. The mesylate derivatives of the resolved alcohols have been found to undergo highly enantio-, regio-, and diastereoselective additions to aldehy
gem-Silylborylation of an sp carbon: Novel synthesis of 1-boryl-1-silylallenes
Shimizu, Masaki,Kurahashi, Takuya,Kitagawa, Hirotaka,Hiyama, Tamejiro
, p. 225 - 227 (2007/10/03)
(Matrix presented) Novel synthesis of 1-boryl-1-silylallenes involving gem-silylborylation of 3-chloro- or 3-alkoxyalkyn-1-yllithiums with (dimethylphenylsilyl)-(pinacolato)borane has been established. The reaction proceeds via 1,2-migration of the silyl
Preparation of Chiral Allenylmetal Reagents from Enantioenriched Allenyl Iodides and Propargylic Mesylates. A Comparison of Indium, Bismuth, and Tin Derivatives
Marshall, James A.,Grant, Charsetta M.
, p. 8214 - 8219 (2007/10/03)
Chiral allenylmetal halides were prepared starting from enantioenriched (～95% ee) 1-octyn-3-ol mesylate (1) and 3-butyn-2-ol mesylate (7). Addition of these transient metallo species to aldehydes in situ afforded mainly anti homopropargylic alcohol adduct
