81601-70-9Relevant academic research and scientific papers
Preparation of polyfunctional phosphines using zinc organometallics
Langer, Falk,Puentener, Kurt,Stuermer, Rainer,Knochel, Paul
, p. 715 - 738 (1997)
The reaction of functionalized diorganozincs with chlorodiorganophosphines provides polyfunctional phosphines in good yields. Especially attractive is the hydroboration/boron-zinc exchange sequence which allows the conversion of functionalized olefins into polyfunctional phosphines in a one-pot procedure. Several new chiral phosphines have been prepared starting from readily available chiral olefins (terpenes) and their efficiency in asymmetric hydrogenation reactions has been evaluated.
A General Regioselective Synthesis of Alcohols by Cobalt-Catalyzed Hydrogenation of Epoxides
Beller, Matthias,Junge, Kathrin,Leischner, Thomas,Li, Wu,Liu, Weiping
supporting information, p. 11321 - 11324 (2020/05/16)
A straightforward methodology for the synthesis of anti-Markovnikov-type alcohols is presented. By using a specific cobalt triphos complex in the presence of Zn(OTf)2 as an additive, the hydrogenation of epoxides proceeds with high yields and selectivities. The described protocol shows a broad substrate scope, including multi-substituted internal and terminal epoxides, as well as a good functional-group tolerance. Various natural-product derivatives, including steroids, terpenoids, and sesquiterpenoids, gave access to the corresponding alcohols in moderate-to-excellent yields.
Novel Reduction of Carboxylic Acids and Hydroboration of Olefins by Electrolysis of Sodium Borohydride
Shundo, Ryushi,Matsubara, Yoshiharu,Nishiguchi, Ikuzo,Hirashima, Tsuneaki
, p. 530 - 534 (2007/10/02)
Electrochemical oxidation of sodium borohydride in diglyme containing aliphatic or aromatic carboxylic acids followed by acid-catalyzed hydrolysis afforded the corresponding primary alcohols in good yields.Furthermore, similar electrochemical oxidation in the presence of a variety of olefins instead of carboxylic acids, followed by treatment with alkaline-hydrogen peroxide, brought about novel electrochemical hydroboration to give the corresponding alcohols regio- and stereoselectively in good yields.
A Facile Conversion of Alkenes to Alcohols with Benzyltriethylammonium Borohydride-Chlorotrimethylsilane
Baskaran, Sundarababu,Gupta, Varsha,Chidambaram, Nallaperumal,Chandrasekaran, Srinivasan
, p. 903 - 904 (2007/10/02)
A combination of benzyltrimethylammonium borohydride and chlorotrimethylsilane (1:1) in dichloromethane at 0 deg C has been found to be a convenient reagent system for the conversion of alkenes to alcohols, the hydroxy group of which is introduced in an anti-Markovnikov manner.
Oxygenation of Oleefinic Hydrocarbons Catalyzed by Iron(II) Acetonitrile Solvate
Kobayashi, Shigeki,Kotani, Eiichi,Ishii, Yoko,Tobinaga, Seisho
, p. 610 - 614 (2007/10/02)
Oxygenation reactions of olefins having an endo- or exo-cyclic double bond, namely, cyclohexene, norbornene, camphene, longifolene, and ent-kaurene, with a simple model reagent, Fe(MeCN)62+-H2O2-Ac2O, for mono-oxygenase were investigated in connection with their biotransformations.Keywords oxygenation; olefin; endo-cyclic double bond; exo-cyclic double bond; iron(II) acetonitrile solvate; hydrogen peroxide; model enzyme; mono-oxygenase
Novel Method for Hydroboration of Olefins Using Electrolysis
Shundo, Ryushi,Matsubara, Yoshiharu,Nishiguchi, Ikuzo,Hirashima, Tsuneaki
, p. 2033 - 2036 (2007/10/02)
A first example of electrochemical hydroboration of olefins was found.Anodic oxidation of sodium borohydride in the presence of olefins in diglyme followed by conventional oxidation gave the corresponding alcohols regio- and stereoselectively in good yields.
A Convenient One-pot Hydroboration / Isomerization / Oxidation of Longifolene to Isolongifolol
Vyas, Pramod,Nayak, U. R.
, p. 337 - 339 (2007/10/02)
A convenient one-pot hydroboration / isomerization / oxidation of longifolene (1) to the thermodynamically more stable epimer, isolongifolol (3) is described.Furthermore, a practical in situ method for the hydroboration of 1 in THF, has been optimised to generate the less stable epimer, longifolol (2).
