Technology Process of 2-Cyclohexene-1-acetaldehyde,
4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1-ethenyl-, (1S,4S)-
There total 17 articles about 2-Cyclohexene-1-acetaldehyde,
4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1-ethenyl-, (1S,4S)- which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
Dess-Martin periodane;
In
dichloromethane;
at 20 ℃;
for 7h;
DOI:10.1055/s-2005-862388
- Guidance literature:
-
Multi-step reaction with 15 steps
1.1: 84 percent / Hg(OAc)2 / 18 h / 50 °C
2.1: 88 percent / i-Bu3Al / CH2Cl2 / 1 h / 20 °C
3.1: imidazole; 4-DMAP / CH2Cl2 / 0.25 h / 20 °C
4.1: TMSCl; EtOH / 0.33 h / 20 °C
5.1: 95 percent / (COCl)2; DMSO; Et3N / CH2Cl2 / 0.5 h / 20 °C
6.1: 95 percent / benzene / 1.5 h / 80 °C
7.1: 95 percent / i-Bu2AlH / tetrahydrofuran / 0.17 h / 20 °C
8.1: (+)-DIPT; (i-PrO)4Ti; TBHP / 4 Angstroem molecular sieves / CH2Cl2 / 10 h / -25 °C
9.1: I2; Ph3P; imidazole / benzene / 0.33 h / 20 °C
10.1: Zn; HOAc / 2 h / 50 °C
11.1: Cl2Ru=CHPh(PCy3)2 / CH2Cl2 / 48 h / 20 °C
11.2: hydrolysis
12.1: 91 percent / imidazole; 4-DMAP / CH2Cl2 / 0.67 h / 20 °C
13.1: 71 percent / n-Bu4NF; HOAc / tetrahydrofuran / 6 h / 20 °C
14.1: 90 percent / Dess-Martin periodinane / CH2Cl2 / 7 h / 20 °C
With
1H-imidazole; titanium(IV) isopropylate; tert.-butylhydroperoxide; dmap; chloro-trimethyl-silane; oxalyl dichloride; ethanol; L-(+)-diisopropyl tartrate; mercury(II) diacetate; tetrabutyl ammonium fluoride; iodine; triisobutylaluminum; diisobutylaluminium hydride; Dess-Martin periodane; acetic acid; dimethyl sulfoxide; triethylamine; triphenylphosphine; zinc;
Grubbs catalyst first generation; 4 A molecular sieve;
In
tetrahydrofuran; dichloromethane; benzene;
2.1: reductive Claisen rearrangement / 5.1: Swern oxidation / 6.1: Wittig reaction / 8.1: Katsuki-Sharpless asymmetric epoxidation / 15.1: Dess-Martin oxidation;
DOI:10.1055/s-2005-862388
- Guidance literature:
-
Multi-step reaction with 13 steps
1.1: imidazole; 4-DMAP / CH2Cl2 / 0.25 h / 20 °C
2.1: TMSCl; EtOH / 0.33 h / 20 °C
3.1: 95 percent / (COCl)2; DMSO; Et3N / CH2Cl2 / 0.5 h / 20 °C
4.1: 95 percent / benzene / 1.5 h / 80 °C
5.1: 95 percent / i-Bu2AlH / tetrahydrofuran / 0.17 h / 20 °C
6.1: (+)-DIPT; (i-PrO)4Ti; TBHP / 4 Angstroem molecular sieves / CH2Cl2 / 10 h / -25 °C
7.1: I2; Ph3P; imidazole / benzene / 0.33 h / 20 °C
8.1: Zn; HOAc / 2 h / 50 °C
9.1: Cl2Ru=CHPh(PCy3)2 / CH2Cl2 / 48 h / 20 °C
9.2: hydrolysis
10.1: 91 percent / imidazole; 4-DMAP / CH2Cl2 / 0.67 h / 20 °C
11.1: 71 percent / n-Bu4NF; HOAc / tetrahydrofuran / 6 h / 20 °C
12.1: 90 percent / Dess-Martin periodinane / CH2Cl2 / 7 h / 20 °C
With
1H-imidazole; titanium(IV) isopropylate; tert.-butylhydroperoxide; dmap; chloro-trimethyl-silane; oxalyl dichloride; ethanol; L-(+)-diisopropyl tartrate; tetrabutyl ammonium fluoride; iodine; diisobutylaluminium hydride; Dess-Martin periodane; acetic acid; dimethyl sulfoxide; triethylamine; triphenylphosphine; zinc;
Grubbs catalyst first generation; 4 A molecular sieve;
In
tetrahydrofuran; dichloromethane; benzene;
3.1: Swern oxidation / 4.1: Wittig reaction / 6.1: Katsuki-Sharpless asymmetric epoxidation / 13.1: Dess-Martin oxidation;
DOI:10.1055/s-2005-862388