2242-90-2

Upstream product

• 87214-07-1 (4S,5R)-3,4-Dimethyl-2,5-diphenyl-[1,3,2]oxazaphospholidine 
• 67-56-1 methanol 
• 87214-08-2 C₁₇H₂₁INOP 
• 321-97-1 (1R,2R)-pseudoephedrine 
• 873-66-5 1-propenylbenzene 
• 116432-33-8 (+)-(2R,3S)-3,4-dimethyl-2,5-diphenyl-nitrobenzo<4,3-g>1,6-dioxa-4-aza-5-phospha (5-PV) spiro <4.4>nonane 

Downstream Products

• 341968-72-7 (-)-[(1R,2R)-2-methylamino-1-phenylpropyl]-diphenylphosphine 

Relevant academic research and scientific papers

Stereospecific Alkene Aziridination Using a Bifunctional Amino-Reagent: An Aza-Prilezhaev Reaction

In situ deprotection (TFA) of O-Ts activated N-Boc hydroxylamines triggers intramolecular aziridination of N-tethered alkenes to provide complex N-heterocyclic ring systems. Synthetic and computational studies corroborate a diastereospecific aza-Prilezhaev-type mechanism. The feasibility of related intermolecular alkene aziridinations is also demonstrated.

Stereoselective synthesis of δ-lactones from 5-oxoalkanals via one-pot sequential acetalization, tishchenko reaction, and lactonization by cooperative catalysis of samarium ion and mercaptan

By the synergistic catalysis of samarium ion and mercaptan, a series of 5-oxoalkanals was converted to (substituted) δ-lactones in efficient and stereoselective manners. This one-pot procedure comprises a sequence of acetalization, Tishchenko reaction and lactonization. The deliberative use of mercaptan, by comparison with alcohol, is advantageous to facilitate the catalytic cycle. The reaction mechanism and stereochemistry are proposed and supported by some experimental evidence. Such samarium ion/mercaptan cocatalyzed reactions show the feature of remote control, which is applicable to the asymmetric synthesis of optically active δ-lactones. This study also demonstrates the synthesis of two insect pheromones, (2S,5R)-2-methylhexanolide and (R)-hexadecanolide, as examples of a new protocol for asymmetric reduction of long-chain aliphatic ketones.

Funktionelle Phosphane: Part XI. Optisch reine β-Aminophosphane und β-Aminophosphinite für die komplexkatalysierte Reduktion organischer Carbonylverbindungen. Molekülstrukturen von [(1R,2R)-Ph2PCH(Ph)CH(Me)NH2Me]Cl, (1R,2S)-Ph2<

The preparation of optically active β-aminophosphane ligands, (-)-(1R,2S)-Ph2PCH(Ph)CH(Me)NH2 (5), (+)-(1S,2S)-Ph2PCH(Ph)CH(Me)NH2 (6), (-)-(1R,2R)-Ph2PCH(Ph)CH(Me)NHMe (7), and (1R,2S)-Ph2

Asymmetric synthesis of phosphinates, phosphine oxides and phosphines by Michaelis Arbuzov rearrangement of chiral oxazaphospholidine

A general approach to asymmetric synthesis of high optically active tertiary organophosphorus compounds is described.Oxazaphospholidine 3 reacts with alkyl halide to give regio and stereoselectively the corresponding phosphinamide 4.Methyl phenyl phosphin

CHIRAL BICYCLIC SPIROPHOSPHORANES IN AN ARBUZOV-TYPE REACTION

The reaction of 2-hydroxy-5-nitro-benzyl halides with three chiral five-or six-membered oxaphosphacycloalkanes has been studied.In each case, a 31P NMR analysis shows the formation of resonance signals in the phosphorane region but these phosphoranes are usually unstable.However both enantiomers of the 2-phenyl-1,3,2-oxazaphospholidine give chiral bicyclic spirophosphoranes which have been characterized by 31P and 1H NMR and high resolution mass spectroscopies.