630103-80-9

Upstream product

• 630103-65-0 (+)-(4S,3aS,7aS)-2,3,3a,4,5,7a-hexahydro-1H-indene-4-carboxylic acid 2,2,2-trifluoroethyl ester 
• 630103-83-2 (E)-8,8-Dimethoxy-octa-1,3-diene 
• 630103-77-4 (+)-(4S,3aS,7aS)-7-(tert-butyl-dimethylsilanyloxy)-2,3,3a,4,5,7a-hexahydro-1H-indene-4-carboxylic acid methyl ester 
• 630103-79-6 (+)-(4S,3aS,7aS)-7-oxo-octahydro-indene-4-carboxylic acid methyl ester 
• 630103-89-8 8-oxo-deca-2,9-dienoic acid methyl ester 
• 630103-88-7 8-hydroxy-deca-2,9-dienoic acid methyl ester 
• 115234-40-7 trans-methyl 8,8-dimethoxy-2-octenoate 
• 96293-27-5 (E)-8-oxooct-2-enoic acid methyl ester 
• 74930-36-2 (5E)-5,7-octadienal 
• 55489-11-7 6,6-dimethoxyhexanal 
• 50789-30-5 5,5-dimethoxypentanal 

Relevant academic research and scientific papers

Structure elucidation of a pungent compound in black cardamom: Amomum tsao-ko Crevost et Lemarie (Zingiberaceae)

Natural plant extracts containing taste modifier compounds will gain more commercial interest in the future. Black cardamom, Amomum tsao-ko Crevost et Lemarie, used as a spice in Asia, produces a nice refreshing effect in the mouth. Therefore, an ethyl acetate extract was prepared, and constituents were separated by liquid chromatography. Guided by the tasting of each fraction (LC tasting), a new pungent compound was discovered, (±)-trans-2,3,3a,7a- tetrahydro-1H-indene-4-carbaldehyde. To confirm this new structure, a synthesis was performed starting from cyclopentene-1-carbaldehyde. The Wittig conditions were determined to control the stereochemistry of the ring fusion to prepare (±)-trans-(2,3,3a,7a-tetrahydro-1H-inden-4-yl) methanol and (±)-cis-(2,3,3a,7a-tetrahydro-1H-inden-4-yl) methanol. After oxidation, (±)-trans-2,3,3a,7a-tetrahydro-1H-indene-4-carbaldehyde and (±)-cis-2,3,3a,7a-tetrahydro-1H-indene-4-carbaldehyde were tasted in water and only the trans-2,3,3a,7a-tetrahydro-1H-indene-4-carbaldehyde, present in black cardamom, produced a trigeminal effect in the mouth.

Useful Enantioselective Bicyclization Reactions Using an N-Protonated Chiral Oxazaborolidine as Catalyst

(Equation Presented) Nine examples are reported of enantioselective [4 + 2] cycloaddition reactions of achiral, acyclic substrates to form chiral bicyclo[4.3.0]-nonane or bicyclo[4.4.0]decane derivatives.