133443-79-5

Upstream product

• 28224-73-9 1,3:4,6-di-O-benzylidene-D-mannitol 
• 28224-74-0 1,3:4,6-di-O-benzylidene-2,5-di-O-methanesulfonyl-D-mannitol 
• 111275-74-2 1,3:4,6-di-O-benzyliidene-2,5-di-O-trifluoromethylsulphonyl-D-mannitol 
• 111275-74-2 Trifluoro-methanesulfonic acid (2R,4S,5R,2'R,4'S,5'R)-2,2'-diphenyl-5'-trifluoromethanesulfonyloxy-[4,4']bi[[1,3]dioxanyl]-5-yl ester 

Downstream Products

• 111248-47-6 2,3:4,5-di-O-benzylidene-(3R,4R)-dihydroxy-(2S,5S)-bis(hydroxymethyl)pyrrolidine 
• 133443-76-2 (2R,4aS,5aS,8R,9aR,9bR)-Perhydro-2,8-diphenyl-2H,5H,8H-bis<1,3>dioxino<5,4-b:4',5'-d>pyrrole 
• 105015-44-9 (2S,3R,4R,5S)-3,4-dihydroxy-2,5-bis(hydroxymethyl)pyrrolidine 
• 307001-83-8 Benzyl-[(S)-1-((4aS,5aS,9aR,9bR)-2,8-diphenyl-hexahydro-bis[1,3]dioxino[5,4-b;4',5'-d]pyrrol-5-yl)-2-oxo-azetidin-3-yl]-carbamic acid benzyl ester 
• 307001-79-2 (S)-3-Benzyloxy-1-((4aS,5aS,9aR,9bR)-2,8-diphenyl-hexahydro-bis[1,3]dioxino[5,4-b;4',5'-d]pyrrol-5-yl)-azetidin-2-one 
• 307001-71-4 ((4aS,5aS,9aR,9bR)-2,8-Diphenyl-hexahydro-bis[1,3]dioxino[5,4-b;4',5'-d]pyrrol-5-yl)-methylene-amine 

Relevant academic research and scientific papers

A Short and Practical Synthesis of (2S,5S)-Bishydroxymethyl-(3R,4R)-bishydroxypyrrolidine

D-Mannitol has been converted by five sequential reactions (benzylidenation, trifluoromethanesulphonation, hydrazinolysis, hydrogenolysis, and deacetalisation) into (2S,5S)-bishydroxymethyl-(3R,Ρ)-bishydroxypyrrolidine.

Studies on stereoselective [2+2] cycloadditions between N,N-dialkylhydrazones and ketenes

Staudinger-like cycloadditions between chiral, non-racemic N,N-dialkylhydrazones 1 and functionalized ketenes constitute an efficient methodology for the stereoselective construction of the β-lactam ring. The potential for fine tuning of the dialkylamino

Asymmetric Diels-Alder Cycloadditions with C2-Symmetrical Chiral Carbamoylnitroso Dienophiles

The C2-symmetrical chiral pyrrolidines 2 and 3 are of opposite helicity.The corresponding N-acylnitroso dienophiles 6 and 7 react in good yield with cyclohexadiene, leading thereby with excellent diastereoisomeric excess to the expected Diels-A

SYNTHESIS OF (2S,5S)-BISHYDROXYMETHYL-(3R,4R)-BISHYDROXYPYRROLIDINE FROM D-MANNITOL

A short, efficient, and practical synthesis of (2S,5S)-bishydroxymethyl-(3R,4R)-bishydroxypyrrolidine from D-mannitol involving five sequential reactions (benzylidenation, trifluoromethanesulphonation, hydrazinolysis, hydrogenolysis, and deacetalisation)