86105-34-2Relevant academic research and scientific papers
Stereocontrolled C(sp3)-P bond formation with non-activated alkyl halides and tosylates
Yang, Chu-Ting,Han, Jun,Liu, Jun,Li, Yi,Zhang, Fan,Gu, Mei,Hu, Sheng,Wang, Xiaolin
, p. 24652 - 24656 (2017/07/11)
The C(sp3)-P bond is formed via the reaction between P-H compounds and non-activated alkyl electrophiles, especially secondary alkyl halides and tosylates. This reaction proceeds via an SN2 mechanism with inversion of configuration, so it can be used to form C-P bonds with stereocontrol from chiral secondary alcohols.
Applications of the Stereochemically-Controlled Horner-Wittig Reaction: Synthesis of Feniculin, (E)-Non-6-en-1-ol, a Pheromone of the Mediterranean Fruit Fly, (E)- and (Z)-Dec-5-en-1-ol, Tri-substituted Alkenes, and (Z)-α-Bisabolene
Buss, Antony D.,Greeves, Nicholas,Mason, Ralph,Warren, Stuart
, p. 2569 - 2578 (2007/10/02)
Stereoselective reduction of the appropriate α-diphenylphosphinoyl ketone or addition of the lithium derivative of an alkyl diphenylphospine oxide to an aldehyde or a ketone gives Horner-Wittig intermediates and hence the title compounds.
