Acetate → dipropan-2-yl 2-[3-(4-ethoxyphenyl)prop-2-enyl]-3-hydroxybutanedioate

HRID 958463Notes

Reaction equation

HRID 958463 reaction equation
[Br:28][c:29]1[cH:30][cH:31][c:32]([O:35][CH2:36][CH3:37])[cH:33][cH:34]1.[CH2:1]([CH:2]=[CH2:3])[CH:4]([C:5](=[O:6])[O:7][CH:8]([CH3:9])[CH3:10])[CH:11]([C:12](=[O:13])[O:14][CH:15]([CH3:16])[CH3:17])[OH:18].[CH3:60][C:61]#[N:62].[CH:19]([N:20]([CH2:21][CH3:22])[CH:23]([CH3:24])[CH3:25])([CH3:26])[CH3:27].[O-:64][C:65]([CH3:66])=[O:67].[O-:68][C:69]([CH3:70])=[O:71].[Pd+2:63].[c:38]1([CH3:39])[cH:40][cH:41][cH:42][cH:43][c:44]1[P:45]([c:46]1[cH:47][cH:48][cH:49][cH:50][c:51]1[CH3:52])[c:53]1[cH:54][cH:55][cH:56][cH:57][c:58]1[CH3:59]>>[CH2:1]([CH:2]=[CH:3][c:29]1[cH:30][cH:31][c:32]([O:35][CH2:36][CH3:37])[cH:33][cH:34]1)[CH:4]([C:5](=[O:6])[O:7][CH:8]([CH3:9])[CH3:10])[CH:11]([C:12](=[O:13])[O:14][CH:15]([CH3:16])[CH3:17])[OH:18]

Participants

8

Reactant 7

HCID 175Acetate2×HCID 6342AcetonitrileHCID 685234-BromophenetoleHCID 80271Tri-o-tolylphosphineHCID 81531DiisopropylethylamineHCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 22950085Dipropan-2-yl 2-hydroxy-3-prop-2-enylbutanedioate

Product 1

HCID 178466283dipropan-2-yl 2-[3-(4-ethoxyphenyl)prop-2-enyl]-3-hydroxybutanedioate

Sources & evidence

ORD record
ord-2b678553dd1c4db7860adafca4e113ba
Source dataset
Validation data from https://doi.org/10.1039/C8SC04228D

Reaction notes

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