

|
Synthesis Reference(s) |
The Journal of Organic Chemistry, 49, p. 1647, 1984 DOI: 10.1021/jo00183a030Tetrahedron Letters, 25, p. 4783, 1984 DOI: 10.1016/S0040-4039(01)81518-5 |
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General Description |
Enantioselective conjugate addition of Grignard reagents to 5,6-dihydro-2H-pyran-2-one catalyzed by a chiral phosphine-copper iodide catalyst has been reported. |
InChI:InChI=1/C5H6O2/c6-5-3-1-2-4-7-5/h1,3H,2,4H2
Allylic oxidation of heteroatom substitu...
A new tandem cross enyne metathesis (CEY...

(E)-N-benzyl-N-(but-3-en-1-yl)cinnamamide


phenylacetylene


5,6-dihydro-pyran-2-one


(8SR,8aSR)-2-benzyl-6,8-diphenyl-3,4,4a,7,8,8a-hexahydroisoquinolin-1(2H)-one


(8SR,8aRS)-2-benzyl-6,8-diphenyl-3,4,4a,7,8,8a-hexahydroisoquinolin-1(2H)-one

![N-benzyl-N-[(Z)-5-phenylhexa-3,5-dien-1-yl]cinnamamide](/upload/2024/8/bd6e65af-8600-4136-a611-d8c7b0ae3b64.png)
N-benzyl-N-[(Z)-5-phenylhexa-3,5-dien-1-yl]cinnamamide
| Conditions | Yield |
|---|---|
|
With [1,3-bis-(2,4,6-trimethylphenyl)-2-imidazolidinylidene]dichloro(O-isopropoxyphenylmethylene)ruthenium; In toluene; at 90 ℃; for 48h; Overall yield = 78 %; diastereoselective reaction; Inert atmosphere; Sealed tube;
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6 % de |

3,4-dihydro-2H-pyran


5,6-dihydro-pyran-2-one


6-(3-phenylpropyl)-2H-pyran-4(3H)-one
| Conditions | Yield |
|---|---|
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Multi-step reaction with 2 steps
1.1: tert.-butyl lithium / tetrahydrofuran; pentane / 1 h / -78 - 0 °C / Inert atmosphere
1.2: 2 h / -78 °C / Inert atmosphere
2.1: tert.-butylhydroperoxide; sodium acetate; dirhodium tetrakis(caprolactamate); oxygen / water; dichloromethane / 20 °C
With tert.-butylhydroperoxide; dirhodium tetrakis(caprolactamate); tert.-butyl lithium; oxygen; sodium acetate; In tetrahydrofuran; dichloromethane; water; pentane;
|

phenylacetylene

3,4-dihydro-2H-pyran

4-(4-chlorophenyl)tetrahydro-2H-pyran-2-one

(S)-4-phenyltetrahydro-2H-pyran-2-one

cis-3-(2,6-Dichlorophenyl)-3a,6,7,7a-tetrahydro-4H-pyrano[3,4-d]isoxazol-4-one

(4R)-4-methyltetrahydro-2H-pyran-2-one