Technology Process of 6'-allyl-4',5',6',6'a-tetrahydro-5',5'-dimethyl-3'-<(vinyloxy)methyl>spiro<1,3-dioxolane-2,2'(1'H)-pentalene>
There total 1 articles about 6'-allyl-4',5',6',6'a-tetrahydro-5',5'-dimethyl-3'-<(vinyloxy)methyl>spiro<1,3-dioxolane-2,2'(1'H)-pentalene> which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 6 steps
1: 1.) Rieke magnesium, cuprous bromide-dimethyl sulfide, 2.) Et3N / 1.) THF, ether, -78 deg C, 2.) -78 deg C -> 5 deg C
2: 1.) LiNH2, 2.) perchloric acid / 1.) liquid ammonia, THF, -33 deg C, 6 min 2.) CCl2H2, 2 h
3: 75 percent / sodium ethoxide / ethanol / 2 h / Ambient temperature
4: 99 percent / p-TsOH / benzene / 4 h / Heating
5: 68 percent / diisobutylaluminum hydride / diethyl ether; hexane / -116 deg C, 2 h -> -50 deg C
6: 90 percent / mercuric acetate / 6 h / Heating
With
perchloric acid; lithium amide; copper(I) bromide dimethylsulfide complex; mercury(II) diacetate; sodium ethanolate; diisobutylaluminium hydride; toluene-4-sulfonic acid; magnesium; triethylamine;
In
diethyl ether; ethanol; hexane; benzene;
DOI:10.1021/ja00388a029
- Guidance literature:
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Multi-step reaction with 4 steps
1: 56 percent / decahydronaphthalene / 4 h / 155 °C
2: 91 percent / pyridinium tosylate / acetone / 0.25 h / Heating
3: 1.) NaOH, 2.) Jones reagent / 1.) THF, water, 1 h, 2.) acetone, 0 deg C, 30 min
4: 1.) tert-butylamine-borane, 2.) HCl, 3.) collidine, trifluoromethanesulfonic anhydride
With
2,3,5-trimethyl-pyridine; hydrogenchloride; sodium hydroxide; jones reagent; pyridinium p-toluenesulfonate; borane tert-butylamine; trifluoromethanesulfonic acid anhydride;
In
acetone; decalin;
DOI:10.1021/ja00388a029
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 56 percent / decahydronaphthalene / 4 h / 155 °C
2: 91 percent / pyridinium tosylate / acetone / 0.25 h / Heating
3: 1.) NaOH, 2.) Jones reagent / 1.) THF, water, 1 h, 2.) acetone, 0 deg C, 30 min
4: 1.) tert-butylamine-borane, 2.) HCl, 3.) collidine, trifluoromethanesulfonic anhydride
5: 1.) ozone, 2.) dimethyl sulfide / 1.) methanol, -78 deg C, 5 min, 2.) -12 deg C
6: 1.) tert-butylamine-borane, 2.) HCl / 1.) THF, 0 deg C, 30 min
7: 83 percent / 4-dimethylaminopyridine, Et3N / CH2Cl2 / 0 °C
With
2,3,5-trimethyl-pyridine; hydrogenchloride; dmap; sodium hydroxide; jones reagent; dimethylsulfide; pyridinium p-toluenesulfonate; borane tert-butylamine; ozone; trifluoromethanesulfonic acid anhydride; triethylamine;
In
dichloromethane; acetone; decalin;
DOI:10.1021/ja00388a029
