1187446-93-0

Basic information

• Product Name: (3aR,8aR)-(-)-4,4,8,8-Tetrakis(3,5-diethylphenyl) tetrahydro-2,2-diMethyl-6-phenyl-1,3-dioxolo [4,5-e]dioxaphosphepin
• Synonyms: (3aR,8aR)-(-)-4,4,8,8-Tetrakis(3,5-diethylphenyl) tetrahydro-2,2-diMethyl-6-phenyl-1,3-dioxolo [4,5-e]dioxaphosphepin;(3aR,8aR)-4,4,8,8-Tetrakis(3,5-diethylphenyl)tetrahydro-2,2-dimethyl-6-phenyl-1,3-dioxolo[4,5-e][1,3,2]dioxaphosphepin;(3aR,8aR)-(-)-4,4,8,8-Tetrakis(3,5-diethylphenyl)tetrahydro-2,2-dimethyl-6-phenyl-1,3-dioxolo[4,5-e]dioxaphosphepin, min. 95%
• CAS NO: 1187446-93-0
• Molecular Formula: C₅₃H₆₅O₄P
• Molecular Weight: 798.062501
• Product Categories: Chiral Phosphine;TADDOL Phos
• Mol File: 1187446-93-0.mol
• Article Data: 3

Chemical Properties

• Appearance: off-white/Powder
• CAS DataBase Reference: (3aR,8aR)-(-)-4,4,8,8-Tetrakis(3,5-diethylphenyl) tetrahydro-2,2-diMethyl-6-phenyl-1,3-dioxolo [4,5-e]dioxaphosphepin(CAS DataBase Reference)
• NIST Chemistry Reference: (3aR,8aR)-(-)-4,4,8,8-Tetrakis(3,5-diethylphenyl) tetrahydro-2,2-diMethyl-6-phenyl-1,3-dioxolo [4,5-e]dioxaphosphepin(1187446-93-0)
• EPA Substance Registry System: (3aR,8aR)-(-)-4,4,8,8-Tetrakis(3,5-diethylphenyl) tetrahydro-2,2-diMethyl-6-phenyl-1,3-dioxolo [4,5-e]dioxaphosphepin(1187446-93-0)

Safety Data

• Hazardous Substances Data: 1187446-93-0(Hazardous Substances Data)

Usage

Reaction

Chiral ligand used in the platinum-catalyzed, enantioselective diboration of terminal alkenes.

Upstream product

• 1187446-94-1 ((4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-diyl)bis(bis(3,5-diethylphenyl)methanol) 
• 644-97-3 Dichlorophenylphosphine 

Relevant articles and documents

Enantiomerically enriched tris(boronates): Readily accessible conjunctive reagents for asymmetric synthesis

The catalytic enantioselective diboration of vinyl boronate esters furnishes chiral tris(boronates) in a selective fashion. Subsequent deborylative alkylation occurs in a diastereoselective fashion, both for intermolecular and intramolecular processes.

Pt-catalyzed enantioselective diboration of terminal alkenes with B 2(pin)2

(Chemical Equation Presented) The Pt-catalyzed enantioselective addition of bis(pinacolato)diboron to simple monosubstituted alkenes is described. This reaction occurs in the presence of a readily available chiral phosphonite ligand and is effective with a variety of terminal alkene substrates. Importantly, the reaction can operate with catalyst loadings of only 1 mol % Pt. While oxidation of the intermediate 1,2-bis(boronate) ester provides the chiral 1,2-diol as the reaction product, the intermediate may also be subjected to homologation/oxidation to furnish a chiral 1,4-diol as the reaction product.