126338-44-1Relevant academic research and scientific papers
Mechanistic variations in ionic hydrogenation of unsaturated phosphine and amine boranes
De Vries, Timothy S.,Majumder, Supriyo,Sandelin, Angela M.,Wang, Guoqiang,Vedejs, Edwin
supporting information; experimental part, p. 688 - 691 (2012/04/17)
Internal hydride transfer occurs when tethered carbocations are generated from unsaturated phosphine or phosphinite boranes. 3-Methylenecyclohexyl-derived boranes 12 or 18 react with MsOH to give ionic hydrogenation products with high syn-selectivity. With unsaturated amine boranes, initial hydrogen evolution gives BH2(OMs) complexes, but IH occurs using excess MsOH in a slower second stage. A diastereoselective reaction occurs from 26b using camphorsulfonic acid (first stage) and MsOH (second stage), affording 33 (68% ee) after hydrolysis.
Intramolecular hydroboration of unsaturated phosphine boranes
Shapland, Peter,Vedejs, Edwin
, p. 4094 - 4100 (2007/10/03)
Homoallylic phosphine boranes undergo intramolecular hydroboration upon activation by triflic acid. The reaction occurs via an intermediate B- trifluorosulfonyloxyborane complex such as 15, followed by SN1-like or SN2-like displaceme
The Stereochemistry of Organometallic Compounds. XXXVII. Regio- and Stereo-control in the Rhodium-Catalysed Hydroformylation of Some Alkenylphosphines
Jackson, W. Roy,Perlmutter, Patrick,Suh, Guem-Hee,Tasdelen, E. Elizabeth
, p. 951 - 966 (2007/10/02)
Good to excellent regiocontrol can be obtained for the internal product of rhodium-catalysed hydroformylation of a range of alkenylphosphines.Excellent stereo- as well as regio-control can also be obtained for reactions of some cyclic alkenylphosphines.
EXTENSION OF THE HORNER-WITTIG REACTION TO THE SYNTHESIS OF E-ALKENES WITH CHIRAL SUBSTITUENTS: STEREOCHEMICAL CONTROL BY ACYL TRANSFER
Ayrey, Peter M.,Warren, Stuart
, p. 4581 - 4584 (2007/10/02)
Single crystalline diastereoisomers of hydroxyalkyl phosphine oxides (and hence functionalised E-alkenes) can be isolated, even when other chiral centres are present in the molecule, if they are made by acyl transfer.
