94853-23-3

Upstream product

• 94853-22-2 rac-(1R,2S,5R,6R,8R)-5-Isopropyl-2,8-dimethyl-2-(1,3,6-trioxa-heptyl)-bicyclo<4.4.0>decan-7-on 
• 94853-17-5 rac-(1R,2S,5R,6R,7R)-5-Isopropyl-2-methyl-bicyclo<4.4.0>decan-2,7-diol 
• 94853-09-5 1-(2-Diethylaminoethoxy)-4-isopropyl-6-(5-methyl-4-hexenyl)-cyclohexadien-1,4 
• 94853-20-0 rac-(1R,2S,5R,6R)-5-Isopropyl-2-methyl-2-(1,3,6-trioxaheptyl)-bicyclo<4.4.0>decan-7-on 
• 94853-11-9 rac-(5R,6S,7R)-7-Isopropenyl-5-isopropyl-bicyclo<4.4.0>dec-1-en-2-yl-acetat 
• 94853-13-1 rac-(1R,2S,5R,6S,7R)-7-Isopropenyl-5-isopropyl-2-methyl-bicyclo<4.4.0>decan-2-ol 
• 94853-18-6 rac-(1R,2S,5R,6R)-2-Hydroxy-5-isopropyl-2-methyl-bicyclo<4.4.0>decan-7-on 
• 80873-83-2 1-(2-Diethylaminoethoxy)-4-isopropyl-cyclohexadien-1,4 
• 2543-74-0 rac-(1R,2S,5R,6R,8R)-2-Hydroxy-5-isopropyl-2,8-dimethyl-bicyclo<4.4.0>decan-7-on 
• 1576-35-8 toluene-4-sulfonic acid hydrazide 
• 94853-16-4 rac-(1R,2S,5R,6R,7R)-5-Isopropyl-2-methyl-2-(1,3,6-trioxaheptyl)-bicyclo<4.4.0>dec-7-yl-acetat 
• 94853-15-3 rac-(1R,2R,5R,6R,7R)-2-Hydroxy-5-isopropyl-2-methyl-bicyclo<4.4.0>dec-7-yl-acetat 
• 94853-12-0 rac-(1R,5R,6S,7R)-7-Isopropenyl-5-isopropyl-bicyclo<4.4.0>decan-2-on 
• 94853-21-1 rac-(1R,2S,5R,6R,7R)-5-Isopropyl-2-methyl-2-(1,3,6-trioxaheptyl)-bicyclo<4.4.0>decan-7-ol 

Downstream Products

• 481-34-5 (±)-torreyol 

Relevant academic research and scientific papers

STEREOSELEKTIVE TOTALSYNTHESE VON (+/-)-TORREYOL

Enones of formulae Ia-d undergo cyclization to give stereoselectively the enol esters IIa-d, respectively.IIa-d are suitable synthones for some sesquiterpene syntheses.-In this paper the synthesis of torreyol (1) is described by an all step strereocontrolled reaction sequence: cyclization educt 10 (Ic) was prepared by alkylation of 8 with 5 and enol ether cleavage of 9.The reaction sequence 11a (IIc)14a 1518 (ester hydrolysis, formation of the tert. alcohol, degradation of the isopropenyl group) followed by oxidation resulted in the formation of ketone 19 whose relative configuration was determined by the 2D J-resolved 400 MHz (1)H NMR spectrum.After methylation at C-8 (2223) the tosylhydrazone 25 underwent Bamford-Stevens reaction to yield (+/-)-1.