161807-32-5

Upstream product

• 17102-64-6 Sorbyl alcohol 
• 98-88-4 benzoyl chloride 
• 111-28-4 2,4-hexadiene-1-ol 
• 100-44-7 benzyl chloride 

Downstream Products

• 161807-42-7 (+)-(2E,4R,5R)-2,3-dihydroxyhex-2-enyl benzoate 
• 288574-50-5 4-Nitro-benzoic acid (2R,3S,5S)-5-benzoyloxymethyl-2-methyl-tetrahydro-furan-3-yl ester 
• 288574-49-2 Benzoic acid (2R,3S,4S,5R)-4-hydroxy-3-iodo-5-methyl-tetrahydro-furan-2-ylmethyl ester 
• 288581-02-2 Benzoic acid (2S,4R,5R)-4-hydroxy-5-methyl-tetrahydro-furan-2-ylmethyl ester 
• 176098-24-1 (+)-(2E,4R,5R)-4,5-epoxyhex-2-en-1-ol 

Relevant academic research and scientific papers

Iridium-Catalyzed Enantioselective Allylic Substitution of Aliphatic Esters with Silyl Ketene Acetals as the Ester Enolates

Enantioselective allylic substitution with enolates derived from aliphatic esters under mild conditions remains challenging. Herein we report iridium-catalyzed enantioselective allylation reactions of silyl ketene acetals, the silicon enolates of esters, to form products containing a quaternary carbon atom at the nucleophile moiety and a tertiary carbon atom at the electrophile moiety. Under relatively neutral conditions, the allylated aliphatic esters were obtained with excellent regioselectivity and enantioselectivity. These products were readily converted into primary alcohols, carboxylic acids, amides, isocyanates, and carbamates, as well as tetrahydrofuran and γ-butyrolactone derivatives, without erosion of enantiomeric purity.

FULLERENE DERIVATIVES AND ORGANIC ELECTRONIC DEVICE COMPRISING FULLERENE DERIVATIVES

The present specification relates to an organic electronic device including a fullerene derivative.

Unsaturated aldehydes as alkene equivalents in the Diels-Alder reaction

A one-pot procedure is described for using α,β-unsaturated aldehydes as olefin equivalents in the Diels-Alder reaction. The method combines the normal electron demand cycloaddition with aldehyde dienophiles and the rhodium-catalyzed decarbonylation of aldehydes to afford cyclohexenes with no electron-with-drawing substituents. In this way, the aldehyde group serves as a traceless control element to direct the cycloaddition reaction. The Diels-Alder reactions are performed in a diglyme solution in the presence of a catalytic amount of boron trifluoride etherate. Subsequent quenching of the Lewis acid, addition of 0.3% of [Rh(dppp)2Cl] and heating to reflux achieves the ensuing decarbonylation to afford the product cyclohexenes. Under these conditions, acrolein, crotonaldehyde and cinnamaldehyde have been reacted with a variety of 1,3-dienes to afford cyclohexenes in overall yields between 53 and 88%. In these transformations, the three aldehydes serve as equivalents of ethylene, propylene and styrene, respectively.

Stereocontrolled preparation of stereocomplementary regioisomeric tricarbonyliron complexes in enantiopure form

The use of ultrasound to form ferralactone complexes from an enantiomerically pure allylic epoxide with an adjacent hydroxymethyl substituent affords a pair of stereocomplementary isomers that offer a regioconvergent route to the same chiral pentadienyliron complex. The enantiomeric purity, CD properties, and absolute configurations of intermediate η4-diene complexes are reported, and X-ray diffraction analysis of a pair of rearranged ferralactone complexes establishes their relative stereochemistries, and confirms their absolute stereochemistries. (C) 2000 Elsevier Science Ltd.