81444-64-6

Upstream product

• 147730-47-0 (S)-actinidiolide 
• 93676-55-2 hexahydro-3aα,4,5,6,7,7aα (3H) hydroxy-6 phenylseleno-3 trimethyl-4,4,7α benzofurannone-2 
• 113832-63-6 (+/-)-(1-hydroxy-2,6,6-trimethyl-2-cyclohexenyl)acetic acid 
• 113832-62-5 2-(1-Hydroxy-2,6,6-trimethyl-2-cyclohexen-1-yl)ethansaeure-ethylester 
• 459-85-8 (E)-4,8-dimethylnona-3,7-dienoic acid 
• 79693-70-2 tetrahydro-3aα,4,7,7aα (3H) trimethyl-4,4,7a benzofurannone-2 
• 87164-37-2 hexahydro-3aα,4,5,6,7,7aα (3H) iodo-5β trimethyl-4,4,7a benzofurannone-2 
• 147641-88-1 (6R,7S,7aR)-7-bromo-6-hydroxy-4,4,7a-trimethyl-5,6,7,7a-tetrahydrobenzofuran-2(4H)-one 
• 1027310-67-3 (6S,7aR)-6-(tert-Butyl-dimethyl-silanyloxy)-4,4,7a-trimethyl-2,4,5,6,7,7a-hexahydro-benzofuran-2-ol 
• 214335-71-4 (-)-[(S)-4-(tert-butyldimethylsilyloxy)-2,6,6-trimethylcyclohex-1-enyl]methanol 
• 509095-03-8 6-(tert-butyl-dimethyl-silanyloxy)-4,4,7a-trimethyl-5,6,7,7a-tetrahydro-4H-benzofuran-2-one 
• 147804-31-7 (6S,7R,7aS)-7-bromo-6-hydroxy-4,4,7a-trimethyl-5,6,7,7a-tetrahydrobenzofuran-2(4H)-one 
• 79499-04-0 (3aS,5S,7aS)-4,4,7a-Trimethyl-5-phenylselanyl-hexahydro-benzofuran-2-one 
• 87164-37-2 (3aR,5S,7aR)-5-Iodo-4,4,7a-trimethyl-hexahydro-benzofuran-2-one 

Relevant academic research and scientific papers

Stereocontrolled syntheses of carotenoid oxidative metabolites, (-)-loliolide, (-)-xanthoxin, and their stereoisomers

We achieved the stereocontrolled syntheses of (-)-loliolide, (-)-xanthoxin, and their stereoisomers from (+)- or (-)-3-alkoxy-6-hydroxymethyl-1,1,5-trimethylcyclohexene through the corresponding syn and anti-epoxides, respectively, which were obtained by utilizing the highly diastereoselective Sharpless asymmetric epoxidation or mCPBA oxidation.

Synthesis of loliolide, actinidiolide, dihydroactinidiolide, and aeginetolide via cerium enolate chemistry

(Chemical Equation Presented) Loliolide, aeginetolide, actinidiolide, and dihydroactinidiolide were synthesized in racemic form from a single common intermediate, prepared through the 1,2 addition of the cerium enolate of ethyl acetate to 2,6,6-trimethylcylohexenone.

Carotenoids and Degraded Carotenoids, VIII. Synthesis of (+)-Dihydroactinidiolide, (+)- and (-)-Actinidiolide, (+)- and (-)-Loliolide as well as (+)- and (-)-Epiloliolide

Enantiomerically pure (S)-2,4,4-trimethyl-2-cyclohexen-1-ol (1) was efficiently converted into four degraded lactonic carotenoids: (S)-dihydroactinidiolide (5), (S)-actinidiolide (9), (6S,7aR)-loliolide (11) and (6S,7aS)-epiloliolide (12). (R)-Actinidioli

Syntheese du (+/-)-loliolide ou hydroxy-6 teetrahydro-5,6,7,7a trimeethyl-4,4,7a(4H) benzofurannone-2 (6S,7aR) par cyclisation de l'acide homogeeranique

Starting from pure homogeranic acid 2, in a stereoselective fashion, we describe a new synthesis of (+/-)-loliolide 1.Cyclization of 2 with mercury trifluoroacetate or phenylselenyl chloride provides the isohydroactinidiolide 6 which was converted to the

SYNTHESE DU (+/-) LOLIOLIDE PAR POLYCYCLISATION DE L'ACIDE HOMOGERANIQUE.

A new synthesis of (+/-) loliolide was achieved from pure homogeranic acid in a stereospecific fashion.The intermediate ethylenic lactone 6 was converted to the racemate of lol