361521-89-3

Upstream product

• 272767-23-4 (2R,3R)-2-(1,3-dioxolan-2-yl)-6-hydroxymethylene-2,3-dimethylcyclohexanone 
• 272767-22-3 (2R,3R)-2-(1,3-dioxolan-2-yl)-2,3-dimethyl-5-cyclohexenone 
• 213833-72-8 (2R,3R,5R)-2-(1,3-dioxolan-2-yl)-5-isopropenyl-2,3-dimethylcyclohexanone 

Downstream Products

• 361521-95-1 C-[(1S,2R,4aS,5S,7R,8aR)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-1,2-dimethyl-7-trimethylsilanyloxy-1-vinyl-octahydro-naphthalen-4a-yl]-methyleneamine 
• 361521-94-0 (1S,2R,4aS,5S,7R,8aR)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-1,2-dimethyl-7-trimethylsilanyloxy-1-vinyl-octahydro-naphthalene-4a-carbonitrile 
• 361521-93-9 (1S,2R,4aS,5S,7R,8aS)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-1-formyl-1,2-dimethyl-7-trimethylsilanyloxy-octahydro-naphthalene-4a-carbonitrile 
• 361521-92-8 (1S,2R,4aS,5S,8aS)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-1-[1,3]dioxolan-2-yl-1,2-dimethyl-7-oxo-octahydro-naphthalene-4a-carbonitrile 
• 361522-05-6 (1R,4R,5S,8S,11S)-11-(tert-Butyl-diphenyl-silanyloxymethyl)-5-[1,3]dioxolan-2-yl-4,5-dimethyl-9-oxa-tricyclo[6.2.2.0^1,6]dodec-6-en-10-ol 
• 361522-07-8 tert-Butyl-((1S,4R,5S,6S,8R,11S)-5-[1,3]dioxolan-2-yl-4,5-dimethyl-9-oxa-tricyclo[6.2.2.0^1,6]dodec-11-ylmethoxy)-diphenyl-silane 
• 361522-14-7 tert-Butyl-((1R,4R,5S,8S,11S)-5-[1,3]dioxolan-2-yl-4,5-dimethyl-9-oxa-tricyclo[6.2.2.0^1,6]dodec-6-en-11-ylmethoxy)-diphenyl-silane 
• 361522-09-0 (1S,2R,4aS,5S,7R,8aS)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-1-formyl-7-hydroxy-1,2-dimethyl-octahydro-naphthalene-4a-carbonitrile 
• 361522-49-8 (1S,4R,5S,6S,8R,11S)-11-(tert-Butyl-diphenyl-silanyloxymethyl)-4,5-dimethyl-9-oxa-tricyclo[6.2.2.0^1,6]dodecane-5-carbaldehyde 
• 272766-80-0 (1S,3R,4R)-3-(1,3-dioxolan-2-yl)-3,4-dimethyl-2-oxo-1-(3-oxo-butyl)-cyclohexanecarbonitrile 
• 272766-76-4 (1R,3R,4R)-3-(1,3-dioxolan-2-yl)-3,4-dimethyl-2-oxo-1-(3-oxo-butyl)-cyclohexanecarbonitrile 

Relevant academic research and scientific papers

Enantioselective synthesis of functionalised decalones by robinson annulation of substituted cyclohexanones, derived from R-(-)-carvone

The copper catalysed conjugate addition of methyl magnesium iodide to cyclohexenones and trapping of the enolate as its trimethylsilyl enol ether, followed by a trityl hexachloroantimonate (TrSbCl6) catalysed Mukaiyama- reaction, was applied to R-(-)-carvone. This proved to be an efficient method for the preparation of C-2, C-3 functionalised chiral cyclohexanones. These compounds were converted into their α-cyano ketones, which were submitted to Robinson annulation reactions with methyl vinyl ketone. The scope and limitations of these annulations were investigated. A series of highly functionalised chiral decalones were obtained that can be used as starting compounds in the total syntheses of enantiomerically pure clerodanes. (C) 2000 Elsevier Science Ltd.