Reduction of tertiary phosphine oxides to phosphine-boranes using Ti(Oi-Pr)4/BH3-THF
A new method for reduction of tertiary phosphine oxides leading to the formation of tertiary phosphine-boranes has been developed. The BH3-THF/Ti(Oi-Pr)4 reducing system enables conversion of triaryl, diarylalkyl and trialkylphosphine oxides directly to their borane analogues in good to high yields. In contrast to the previously reported protocols, the presence of activating groups in the structure of starting material is not necessary for the reaction to occur. The reaction is highly stereoselective and proceeds with predominant retention of configuration at the phosphorus atom. A plausible mechanism of reduction of the P[dbnd]O bond by BH3-THF/Ti(Oi-Pr)4 has been proposed.
Design, synthesis and application of a new type of bifunctional Le-Phos in highly enantioselective γ-addition reactions of N-centered nucleophiles to allenoates
A novel class of cyclic phosphine derived bifunctional catalysts (Le-Phos) is reported, which can be readily prepared from inexpensive and commercially available starting materials and exhibit good performances in enantioselective γ-addition reactions of N-centered nucleophiles and allenoates under mild conditions. The salient features of this reaction include high product yields, good enantioselectivity, mild reaction conditions, and broad substrate scope and gram-scale scalability.
Qiu, Haile,Chen, Xiaofeng,Zhang, Junliang
p. 10510 - 10515
(2019/12/02)
Intramolecular nucleophilic substitution of ω-haloalkylphosphine derivatives
ω-Haloalkylphosphine derivatives undergo the intramolecular nucleophilic substitution reaction upon treatment with a strong base, yielding either cycloalkylphosphine derivatives or heterocyclic phosphine derivatives. The selectivity of the cyclization of
Pawe?, Wo?nicki,Korzeniowska, Ewelina,Stankevic, Marek
p. 10271 - 10296
(2018/02/27)
Cyclic phosphonium ionic liquids
Ionic liquids (ILs) incorporating cyclic phosphonium cations are a novel category of materials. We report here on the synthesis and characterization of four new cyclic phosphonium bis(trifluoromethylsulfonyl)amide ILs with aliphatic and aromatic pendant g
Lall-Ramnarine, Sharon I.,Mukhlall, Joshua A.,Wishart, James F.,Engel, Robert R.,Romeo, Alicia R.,Gohdo, Masao,Ramati, Sharon,Berman, Marc,Suarez, Sophia N.
supporting information
p. 271 - 275
(2014/02/14)
In situ dearomatisation/alkylation of arylphosphane derivatives
The dearomatisation of aryldialkylphosphane-boranes and aryldialkylphosphane oxides under Birch reduction conditions, followed by treatment with reactive alkyl halides, provides the corresponding α-functionalised (cyclohexa-1,4-dien-3-yl)phosphane derivatives. This reaction offers a method of choice for the synthesis of bulky (cyclohexadienyl)phosphanes.
Stankevic, Marek,Wojcik, Karolina,Jaklinska, Magdalena,Pietrusiewicz, K. Michal
experimental part
p. 2521 - 2534
(2012/06/01)
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