220439-74-7Relevant academic research and scientific papers
Enantioselective synthesis of butadien-2-ylcarbinols via (silylmethyl)allenic alcohols from chromium-catalyzed additions to aldehydes utilizing chiral carbazole ligands
Durán-Galván, María,Worlikar, Shilpa A.,Connell, Brian T.
experimental part, p. 7707 - 7719 (2010/10/21)
The synthesis of chiral, nonracemic butadienylcarbinols by employing intermediate (trimethylsilyl)methylallenic alcohols is described. Allenic alcohols are obtained by treatment of aldehydes with (4-bromobut-2-ynyl) trimethylsilane in the presence of a ca
Asymmetrie synthesis of (1,3-butadien-2-yl)methanols from aldehydes via [1-(Silylmethyl)allenyl]methanols
Duran-Galvan, Maria,Connell, Brian T.
supporting information; experimental part, p. 2445 - 2448 (2010/09/03)
[1-(Silylmethyl)allenyl]methanols 2 were efficiently synthesized from aldehydes and (4-bromobut-2-ynyl)trimethylsilane in the presence of a catalytic amount of CrCl2 and tridentate carbazole ligands. The desired compounds were obtained with good yields (43-88%) and enantioselectivities (55-78% ee). Alcohols 2 may be treated with TBAF or 2 M HCl in the case of aliphatic substrates, to provide (1, 3-butadien-2-yl)methanols 3 in 43-81% yields. This method allows the synthesis of dienes 3 with no regioselectivity problems, and it tolerates a large number of functionalities.
Catalytic asymmetric allylic transfer reaction: (4-trimethylsilylbut-2-ynyl)stannane as a new reagent leading to the enantioselective synthesis of dienyl alcohols
Yu, Chan-Mo,Yoon, Sook-Kyung,Lee, Seung-Joo,Lee, Jae-Young,Kim, Sung Soo
, p. 2749 - 2750 (2007/10/03)
Catalytic enantioselective addition of (4-trimethylsilylbut-2-ynyl)tributylstannane to aldehydes provides trimethylsilylmethylallenyl alcohols in high enantioselectivity which can be converted with a second electrophile to the corresponding dienyl alcohol
