Technology Process of (R)-4-((1E,3E)-4-iodo-3-methylbuta-1,3-dien-1-yl)-3,5,5-trimethylcyclohex-3-en-1-ol
There total 8 articles about (R)-4-((1E,3E)-4-iodo-3-methylbuta-1,3-dien-1-yl)-3,5,5-trimethylcyclohex-3-en-1-ol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
trimethylaluminum; (S)-4-[(E)-but-1-en-3-ynyl]-3,5,5-trimethylcyclohex-3-en-1-ol;
zirconocene dichloride;
In
dichloromethane;
at 20 ℃;
for 12h;
With
iodine;
In
tetrahydrofuran; dichloromethane;
at -40 ℃;
Further stages.;
DOI:10.1021/jo025727f
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: nBuLi; iPr2NH / tetrahydrofuran / 1.5 h / -78 °C
1.2: ClPO(OEt)2 / tetrahydrofuran / 3 h / 20 °C
1.3: 67 percent / LDA / tetrahydrofuran / 13 h / 20 °C
2.1: 96 percent / (nBu)4NF / tetrahydrofuran / 2.5 h / 20 °C
3.1: Cp2ZrCl2 / CH2Cl2 / 12 h / 20 °C
3.2: 69 percent / I2 / CH2Cl2; tetrahydrofuran / -40 °C
With
n-butyllithium; tetrabutyl ammonium fluoride; diisopropylamine;
zirconocene dichloride;
In
tetrahydrofuran; dichloromethane;
DOI:10.1021/jo025727f
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: 90 percent / Pd(PPh3)4; Et3N / dimethylformamide / 13 h / 75 °C
2.1: nBuLi; iPr2NH / tetrahydrofuran / 1.5 h / -78 °C
2.2: ClPO(OEt)2 / tetrahydrofuran / 3 h / 20 °C
2.3: 67 percent / LDA / tetrahydrofuran / 13 h / 20 °C
3.1: 96 percent / (nBu)4NF / tetrahydrofuran / 2.5 h / 20 °C
4.1: Cp2ZrCl2 / CH2Cl2 / 12 h / 20 °C
4.2: 69 percent / I2 / CH2Cl2; tetrahydrofuran / -40 °C
With
tetrakis(triphenylphosphine) palladium(0); n-butyllithium; tetrabutyl ammonium fluoride; triethylamine; diisopropylamine;
zirconocene dichloride;
In
tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
1.1: Heck coupling;
DOI:10.1021/jo025727f