34780-00-2Relevant academic research and scientific papers
Amine Catalysis for the Organocatalytic Diboration of Challenging Alkenes
Farre, Albert,Soares, Kaline,Briggs, Rachel A.,Balanta, Angelica,Benoit, David M.,Bonet, Amadeu
supporting information, p. 17552 - 17556 (2016/11/28)
The generation of in situ sp2–sp3diboron adducts has revolutionised the synthesis of organoboranes. Organocatalytic diboration reactions have represented a milestone in terms of unpredictable reactivity of these adducts. However, current methodologies have limitations in terms of substrate scope, selectivity and functional group tolerance. Here a new methodology based on the use of simple amines as catalyst is reported. This methodology provides a completely selective transformation overcoming current substrate scope and functional/protecting group limitations. Mechanistic studies have been included in this report.
Regioselective Cleavage of Electron-Rich Double Bonds in Dienes to Carbonyl Compounds with [Fe(OTf)2(mix-BPBP)] and a Combination of H2O2 and NaIO4
Spannring, Peter,Yazerski, Vital A.,Chen, Jianming,Otte, Matthias,Weckhuysen, Bert M.,Bruijnincx, Pieter C. A.,Klein Gebbink, Robertus J. M.
, p. 3462 - 3466 (2015/08/06)
A method for the regioselective transformation of dienes to carbonyl compounds has been developed. Electron-rich olefins react selectively to yield valuable aldehydes and ketones. The method is based on the catalyst [Fe(OTf)2(mix-BPBP)] with an oxidant combination of H2O2 (1.0 equiv.) and NaIO4 (1.5 equiv.); it uses mild conditions and short reaction times, and it outperforms other olefin cleavage methodologies. The combination of an Fe-based catalyst, [Fe(OTf)2(mix-BPBP)], and the oxidants H2O2 and NaIO4 can discriminate between electronically different double bonds and oxidatively cleave the electron-rich bond in dienes to yield aldehydes and ketones in a regioselective manner. The reaction requires mild conditions (0-50 C) and short reaction times (70 min).
The intramolecular Baylis-Hillman reaction: Easy preparation of versatile substrates, facile reactions, and synthetic applications
Yeo, Jung Eun,Yang, Xiuling,Kim, Hee Jin,Koo, Sangho
, p. 236 - 237 (2007/10/03)
We have developed a general and highly efficient method for the preparation of diverse ω-formyl-aα,β-unsaturated carbonyl compounds and optimized the conditions for the intramolecular Baylis-Hillman reactions of these compounds to provide various biologic
Chiral diphosphines via 2,3 -sigmatropic rearrangement.Application in asymmetric transition metal catalysis
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, (2008/06/13)
The present invention refers to Chiral diphosphines selected froma) diphosphines corresponding to the formula wherein R1 - R4 are each independently selected from substituted and unsubstituted hydrocarbyl groups,b) diphosphines corresponding to the formula wherein R1 - R4 are each independently selected from substituted and unsubstituted hydrocarbyl groups with the proviso that if R1 and R2 is phenyl at least one of R3 and R4 is different from phenylc) diphosphines corresponding to the formula wherein R1 - R4 are each independently selected from substituted and unsubstituted hydrocarbyl groups and R5 and R6 are each independently selected from the group consisting of hydrogen, alkyl and residues of protecting groups, whereby R6 and R5 taking together may be an divalent substituent thereby forming a bicyclus, to a method of making same, to a method for preparing a chiral precursor suitable for making the new chiral diphosphines, to transition metal complexes comprising the chiral diphosphines of the present invention, and to the use of either the chiral diphosphines or their transition metal complexes in asymmetric synthesis.
