189161-99-7Relevant articles and documents
Dehydrogenation and α-functionalization of secondary amines by visible-light-mediated catalysis
Bujok, Robert,Morawska, Paulina,Pawlowski, Robert,Stanek, Filip,Stodulski, Maciej
supporting information, p. 2103 - 2112 (2020/03/27)
A visible-light-mediated process for dehydrogenation of amines has been described. The given protocol showed a broad substrate scope, mild reaction conditions and excellent results without the requirement of tedious purification. This process can be applied in one-pot functionalization of secondary amines with various nucleophiles through the cooperation of visible-light and Lewis acid catalysis, leading to the structurally varied essential components of biologically active molecules. In addition, Stern-Volmer studies and quenching experiments revealed the role of a catalyst and led to the proposed mechanism of this transformation.
Asymmetric Petasis Borono-Mannich Allylation Reactions Catalyzed by Chiral Biphenols
Jiang, Yao,Schaus, Scott E.
supporting information, p. 1544 - 1548 (2017/02/05)
Chiral biphenols catalyze the asymmetric Petasis borono-Mannich allylation of aldehydes and amines through the use of a bench-stable allyldioxaborolane. The reaction proceeds via a two-step, one-pot process and requires 2–8 mole % of 3,3′-Ph2-BINOL as the optimal catalyst. Under microwave heating the reaction affords chiral homoallylic amines in excellent yields (up to 99 %) and high enantioselectivies (er up to 99:1). The catalytic reaction is a true multicomponent condensation reaction whereas both the aldehyde and the amine can possess a wide range of structural and electronic properties. Use of crotyldioxaborolane in the reaction results in stereodivergent products with anti- and syn-diastereomers both in good diastereoselectivities and enantioselectivities from the corresponding E- and Z-borolane stereoisomers.
Direct access to pop-type osmium(II) and osmium(IV) complexes: Osmium a promising alternative to ruthenium for the synthesis of imines from alcohols and amines
Esteruelas, Miguel A.,Honczek, Nicole,Olivan, Montserrat,Onate, Enrique,Valencia, Marta
scheme or table, p. 2468 - 2471 (2011/06/27)
An easy and direct access to POP-type osmium(II) and osmium(IV) complexes, including OsH4{dbf(PiPr2)2} (dbf(PiPr2)2 = 4,6-bis(diisopropylphosphine) dibenzofuran), is reported. This tetrahydride derivative is an efficient catalyst for the selective formation of imines from alcohols and amines with liberation of H2, proving that osmium is a promising alternative to ruthenium for catalysis.
