74645-42-4

Upstream product

• 76189-79-2 (3aS,4aR,5R,7aR,8S,9aS)-5-Hydroxy-4a,8-dimethyl-3-methylene-decahydro-azuleno[6,5-b]furan-2-one 
• 76156-88-2 (1S,3aS,4S,5S,8aS)-4,8a-Dimethyl-1,2,3,3a,4,5,8,8a-octahydro-azulene-1,5-diol 
• 76156-87-1 (3aS,4S,8aS)-4,8a-Dimethyl-2,3,3a,4,8,8a-hexahydro-azulene-1,5-dione 
• 76156-83-7 [1-Methyl-2-(1-methyl-2-oxo-propyl)-5-oxo-cyclopentyl]-acetaldehyde 
• 85642-84-8 Acetic acid (1S,3aS,4R,6S,8aS)-1-tert-butoxy-4,8a-dimethyl-7-oxo-decahydro-azulen-6-yl ester 
• 76156-86-0 (1RS,5RS,3'RS)-5-(2'-methyl-1'-buten-3'-yl)-1-methyl-2-methylenecyclopentane-1-acetalehyde 
• 60403-28-3 dec-t-5-yl> acetic acid-γ-lactone 
• 68197-11-5 c-2,t-7-dimethyl-t-8-(t-butyloxy)-r-1H-bicyclo<5.3.0>decan-5-one 
• 74615-15-9 ((3S,3aS,8R,8aS)-3-tert-Butoxy-3a,8-dimethyl-1,2,3,3a,4,7,8,8a-octahydro-azulen-5-yl)-acetic acid methyl ester 
• 74615-16-0 (1R,3aR,4S,6R,7S,8aR)-1-tert-Butoxy-7-(2-hydroxy-ethyl)-4,8a-dimethyl-decahydro-azulen-6-ol 
• 60403-31-8 (3aS,4aR,5R,7aR,8S,9aR)-5-tert-Butoxy-4a,8-dimethyl-3-methylene-decahydro-azuleno[6,5-b]furan-2-one 
• 60403-28-3 (3aR,4aS,5S,7aS,8R,9aR)-5-tert-Butoxy-4a,8-dimethyl-decahydro-azuleno[6,5-b]furan-2-one 
• 81875-17-4 (3aS,4S,7R,8aS)-7-Hydroxy-4,8a-dimethyl-octahydro-azulene-1,5-dione 
• 76156-91-7 3aα,4,4a,5,6,7,7aα,8,9,9aα-decahydro-5β-hydroxy-4aβ,8α-dimethylazuleno<6,5-b>furan-2(3H)-one 

Downstream Products

• 5945-42-6 (+/-)-aromaticin 
• 79380-49-7 (3aR,4aS,7aS,8R,9aR)-4a,8-Dimethyl-3-methylene-6-phenylselanyl-decahydro-azuleno[6,5-b]furan-2,5-dione 

Relevant academic research and scientific papers

TOTAL SYNTHESIS OF PSEUDOGUAIANOLIDES III. (+/-)-AROMATIN

(+/-)-Aromatin (5), has been assembled from 2-methyl-1,3-cyclopentanedione in a linear synthesis characterized by high regio- and stereoselectivity at all stages.Several contributions to organosynthetic methodology are featured.

Allylsilane-Based Annulations. Direct Stereoselective Syntheses of (+/-)-Graveolide and (+/-)-Aromaticin

An allylsilane-based annulation was used to construct a functionalized perhydroazulene.The C(1), C(5), and C(10) stereocenters, characteristic of the helenanolides, were established using a reductive alkylation strategy.Stereoselective syntheses of the pseudoguaianolides graveolide and aromaticin were achieved.

Regiochemical Control in the Conjugate Addition of Dithianylidene Anions: Total Syntheses of (+-)-Aromatin and (+-)-Confertin

The lithium anion of the dithiane of (E)-2-methyl-2-butenal has been shown to undergo a highly regioselective Michael addition-alkylation sequence.Subsequent stereoselective transformations of the derived adduct have culminated in syntheses of the pseudoguaianolides (+-)-aromatin and (+-)-confertin.