190850-92-1

Upstream product

• 153985-32-1 (P(R)) 1-menthyl-3,3,4,4-tetramethylphosphetane oxide 
• 190850-90-9 (1S,4S)-4-Allyl-1-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-2,2,3,3-tetramethyl-phosphetane 1-oxide 

Downstream Products

• 190850-94-3 (4R,5R)-2-[(1S,2S)-1-((1R,2S,5R)-2-Isopropyl-5-methyl-cyclohexyl)-3,3,4,4-tetramethyl-1-oxo-1λ⁵-phosphetan-2-ylmethyl]-4,5-diphenyl-[1,3]dioxolane 
• 190952-38-6 (4S,5S)-2-[(1S,2S)-1-((1R,2S,5R)-2-Isopropyl-5-methyl-cyclohexyl)-3,3,4,4-tetramethyl-1-oxo-1λ⁵-phosphetan-2-ylmethyl]-4,5-diphenyl-[1,3]dioxolane 
• 217467-41-9 2-[(1S,2S)-1-((1R,2S,5R)-2-Isopropyl-5-methyl-cyclohexyl)-3,3,4,4-tetramethyl-1-oxo-1λ⁵-phosphetan-2-yl]-ethanol 
• 217467-45-3 2-[(1R,2S)-1-((1R,2S,5R)-2-Isopropyl-5-methyl-cyclohexyl)-3,3,4,4-tetramethyl-phosphetan-2-yl]-ethanol 

Relevant academic research and scientific papers

Unsymmetrical bidentate ligands bearing chiral phosphetane units

Bidentate ligands containing a PPh2 group and a P-chiral phosphetane moiety have been prepared from the optically pure P-menthyl substituted phosphetane oxide 4. The PPh2 group is introduced at a distance of three, four or five bonds from the other phosphorus atom by methodologies involving the corresponding hydroxy-substituted phosphetanes.

New chiral phosphetanes: Synthesis and use in the palladium-catalyzed allylic alkylation

The new chiral phosphetane-acetals 4a-d and 10a-d were synthesized and evaluated as coligands for the palladium-catalyzed allylic alkylation of 1,3-diphenyl-2-propenyl acetate with sodium malonate. For each set of epimeric phosphetanes, the enantiomeric excesses are highly dependent on the relative configurations of the various chiral centers. The highest asymmetric induction was observed with phosphetane 4a. An X-ray crystal structure of the complex (allyl)PdCl(4a) is also reported.