39105-81-2Relevant articles and documents
Preparation of alkyltrifluoroborates via Matteson Hydroboration Method
Zillman, David J.,Cole, Thomas E.
, p. 159 - 165 (2018/04/05)
An efficient one-pot method for synthesis of simple alkyltrifluoroborate salts has been developed. Alkyldichloroboranes, prepared by the Matteson Hydroboration Method using in situ generated HBCl2, were esterified with 2-propanol, treated with
Alkylhalovinylboranes: a new class of Diels-Alder dienophiles
Pisano, Pablo L.,Pellegrinet, Silvina C.
, p. 33864 - 33871 (2018/10/20)
The Diels-Alder reactions of alkylhalovinylboranes have been investigated theoretically and experimentally. Alkylhalovinylboranes presented higher reactivity than the corresponding dialkylvinylboranes. Although endo/exo selectivities were high for the reactions with cyclopentadiene, facial selectivities for the chiral analogues were low. Our results demonstrate that the replacement of an alkyl group on the boron atom by a halogen increases the dienophilicity considerably.
Interactions of C?F Bonds with Hydridoboranes: Reduction, Borylation and Friedel–Crafts Alkylation
Bamford, Karlee L.,Chitnis, Saurabh S.,Qu, Zheng-wang,Stephan, Douglas W.
supporting information, p. 16014 - 16018 (2018/10/15)
The stoichiometric reactions of the alkylfluorides 1-fluoroadamantane (Ad-F), fluorocyclohexane (Cy-F), 1-fluoropentane (Pent-F) and benzyl fluorides with secondary boranes pinacolborane (HBpin), catecholborane (HBcat), 9-borabicyclo(3.3.1)nonane (9-BBN)
Conversion of alkyltrifluoroborates into alkyldichloroboranes with tetrachlorosilane in coordinating solvents
Kim, Byung Ju,Matteson, Donald S.
, p. 3056 - 3058 (2007/10/03)
Organotrifluoroborate salts are converted rapidly by tetrachlorosilane in nucleophilic solvents such as THF or acetonitrile into organodichloroboranes coordinated with the solvent (see scheme). This reaction completes a sequence from alkylboronic esters via the trifluoroborate salts to reactive alkyldichloroboranes under mild conditions.
B,B-dihaloalkylboranes as efficient reagents for the stereoselective synthesis of Syn-aldols
Ramachandran, P. Veeraraghavan,Wei-Chu, Xu,Brown, Herbert C.
, p. 769 - 772 (2007/10/03)
The easily synthesized B,B-dihaloalkylboranes, in the presence of either Et3N or i-Pr2NEt, converts ethyl ketones, RCOEt, to 96-≤ 99% Z-enolates, converted by aldehydes to essentially pure syn-aldols.
Hydroboration with haloborane/trialkylsilane mixtures
Soundararajan, Raman,Matteson, Donald S.
, p. 4157 - 4166 (2008/10/09)
Trialkylsilanes or dialkylsilanes react rapidly with boron trichloride in the absence of ethereal solvents or other nucleophiles to form unsolvated dichloroborane. If no substrate is present, dichloroborane disproportionates to trichloroborane and two geo
