115952-07-3

Upstream product

• 55933-41-0 (+)-(2S,3S)-1,4-Bis(tosyloxy)-2,3-dimethoxybutane 
• 13595-56-7 dilithium phenylphosphide 
• 70841-62-2 1,4-dibromo-1,4-dideoxy-2,3-di-O-methyl-L-threitol 
• 638-21-1 phenylphosphane 
• 205643-30-7 1,4-di-O-mesyl-2,3-di-O-methyl-L-threitol 
• 107291-10-1 (+)-(2S,3S)-4-(benzyloxy)-2,3-dimethoxy-1-butanol 
• 880359-08-0 1-O-benzyl-4-bromo-4-deoxy-2,3-di-O-methyl-L-threitol 
• 24679-72-9 (2S,3S)-2,3-dimethoxy-1,4-butanediol 
• 880359-11-5 1-bromo-1,4-dideoxy-4-ethoxy(phenyl)phosphinoyl-2,3-di-O-methyl-L-threitol 
• 1638-86-4 diethyl phenylphosphonite 
• 880359-09-1 1-O-benzyl-4-deoxy-4-ethoxy(phenyl)phosphinoyl-2,3-di-O-methyl-L-threitol 
• 880359-10-4 4-deoxy-4-ethoxy(phenyl)phosphinoyl-2,3-di-O-methyl-L-threitol 

Relevant academic research and scientific papers

Asymmetric catalyses. XXXIII. New optically active phospholanes derived from tartaric acid

New optically active phospholanes derived from tartaric acid were synthesized by cyclization of 1,4-ditosylates with NaPH2 and Li2PPh. Alkylation of these phosphines led to stable phosphonium salts which gave the alkylated derivatives on treatment with bases. Phospholanes containing Cl, OMe, or NMe2 substituents at phosphorus were prepared and characterized. Mn and Rh complexes with alkylphospholane ligands were synthesized. Rh phospholane catalysts gave optical inductions up to 16.8% ee in the enantioselective hydrogenation of (Z)-α-(N-acetamido) cinnamic acid.

Synthesis of functionalized phospholane oxides and phosphorinane oxides from 1,4- and 1,5-di-o-mesyloxy compounds

Treatment of 1,4-di-O-mesyl-2,3-di-O-methyl-L-threitol (8b) with phenylphosphine in the presence of sodium hydride in DMSO, followed by the action of hydrogen peroxide, afforded 3,4-dimethoxy-l-phenylphospholane 1-oxide (7), while the same treatment of 1,

Synthesis of phospholane 1-oxide having oxygen functional groups from a 4-bromobutylphoshinate derivative

Ethyl 4-bromo-2,3-dimethoxybutyl(phenyl)phosphinate (10a) was prepared from 2,3-di-O-methyl-L-threitol (12) in five steps. Reduction of 10a with sodium dihydrobis(2-methoxyethoxy)aluminate, followed by the action of hydrogen peroxide, afforded 3,4-dimetho