198641-96-2

Upstream product

• 251115-99-8 methyl (6S)-2-bromo-2-bromomethyl-6-methylenecyclohexane-1-carboxylate 
• 56994-89-9 (S)-(-)-citronellic acid,methyl ester 
• 120888-48-4 (S)-3-Methyl-6-oxo-hexanoic acid methyl ester 
• 158661-84-8 methyl (S)-6-hydroxy-3-methylhexanoate 
• 198641-93-9 methyl (S)-3-methyl-7-octynoate 
• 198641-92-8 methyl (S)-6-iodo-3-methylhexanoate 
• 198641-95-1 methyl (2S)-2-methyl-6-methylenecyclohexane-1-carboxylate 
• 251115-97-6 (S)-5-(3,3-Dimethyl-oxiranyl)-3-methyl-pentanoic acid methyl ester 
• 198641-94-0 methyl (3S)-3-methyl-2-phenylselenenyl-7-octynoate 
• 251115-98-7 (S)-3-Methyl-6-(toluene-4-sulfonyloxy)-hexanoic acid methyl ester 

Downstream Products

• 141262-39-7 (3aS,8S,8bR,2'R)-3-[(E)-2',5'-dihydro-4'-methyl-5'-oxo-2'-furanyloxymethylene]-8-methyl-3,3a,4,5,6,7,8,8b-octahydroindeno[1,2-b]furan-2-one 
• 141262-39-7 (3aS,8S,8bR,2'S)-3-[(E)-2',5'-dihydro-4'-methyl-5'-oxo-2'-furanyloxymethylene]-8-methyl-3,3a,4,5,6,7,8,8b-octahydroindeno[1,2-b]furan-2-one 
• 141262-39-7 sorgolactone 
• 141262-39-7 (3aR,8S,8bS,2'S)-3-[(E)-2',5'-dihydro-4'-methyl-5'-oxo-2'-furanyloxymethylene]-8-methyl-3,3a,4,5,6,7,8,8b-octahydroindeno[1,2-b]furan-2-one 

Relevant academic research and scientific papers

Synthesis of (3aR,8S,8bS,2'R)-(+)-sorgolactone and its stereoisomers, the germination stimulant from sorghum bicolor

Methyl (S)-citronellate (2) was converted to (3aR,8S,8bS,2'R)-(+)- sorgolactone (1a) by employing the radical cyclization of 6 to 7 as the key- step. Three other stereoisomers (1b, 1c and 1d) of sorgolactone were also prepared. The CD spectrum of la was in accord with that reported for the natural product.