91604-40-9

Upstream product

• 116893-13-1 C₂₆H₃₀O₆ 
• 116893-13-1 C₂₆H₃₀O₆ 
• 116893-10-8 4-bromo-2-cyclopenten-1-one 1,4-di-O-benzyl-D-threitol ketal 
• 116948-59-5 (2R,3R)-2,3-Bis-benzyloxymethyl-1,4-dioxa-spiro[4.4]non-6-ene 
• 116893-11-9 (2R,3R,6R,7S,8S)-2,3-Bis-benzyloxymethyl-8-bromo-1,4-dioxa-spiro[4.4]nonane-6,7-diol 
• 116893-11-9 (2R,3R,6S,7R,8R)-2,3-Bis-benzyloxymethyl-8-bromo-1,4-dioxa-spiro[4.4]nonane-6,7-diol 
• 116893-12-0 C₂₆H₃₁BrO₆ 
• 116893-12-0 C₂₆H₃₁BrO₆ 
• 73346-73-3 (4S,5S)-diethyl 2,2-dimethyl-1,3-dioxolane-4,5-dicarboxylate 
• 91604-41-0 (R,R)-1,4-dibenzylthreitol 
• 73346-74-4 (4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-dimethanol 
• 100-39-0 benzyl bromide 

Downstream Products

• 83892-80-2 (S,S)-1,2-Bis<(benzyloxy)methyl>-15-krone-5 
• 866429-80-3 (2R,3R)-2,3-Bis-benzyloxymethyl-1,4,7,10,13,16-hexaoxa-cyclooctadecane 
• 866465-10-3 C₃₂H₄₆O₈ 
• 866429-90-5 2,3-bis-O-(2-hydroxyethyl)-1,4-di-O-benzyl-D-threitol 
• 91604-41-0 (R,R)-1,4-dibenzylthreitol 

Relevant academic research and scientific papers

Synthesis of chiral 18-crown-6 ethers containing lipophilic chains and their enantiomeric recognition of chiral ammonium picrates

Four new chiral 18-crown-6 ethers have been prepared to be used in enantiomeric recognition and extraction. The influence of the lipophilic character and bulkiness of the substituents on the complexation of different chiral ammonium picrates in CD3CN has been evaluated. Racemic aqueous solutions of the ammonium salts have been enriched in one enantiomer after extraction experiments, and the enantiomeric excesses have been calculated.

Enanthioselective Phase-Transfer Catalysis by Optically Active Crown Ethers

1,2-Bis(hydroxymethyl)-15-crown-5 (1a), its dibenzyl ether (1b), and a series of esters with substituted benzoic acid (3) were probed as enanthioselective phase-transfer catalysts.Optical yields were observed in epoxidations of unsaturated ketones by hypochlorite and in cyanide additions to such compounds.The maximum ee value was 45percent.Polar side groups of the optically active crown ethers proved to be vital for enanthiomeric excesses.

HOMOCHIRAL KETALS IN ORGANIC SYNTHESIS. ENANTIOSELECTIVE SYNTHESIS OF (4S,5S)-4,5-DIHYDROXYCYCLOPENT-2-EN-1-ONE ISOPROPYLIDINE KETAL

The title compound has been synthesized in 17percent yield over six step from 2-cyclopenten-1-one.The key step is catalytic osmylation of 4-bromo-2-cyclopenten-1-one 1,4-di-O-benzyl-D-threitol ketal to produce a chromatographically separable mixture of diastereomeric diols.