Ethanol → (3aRS,4RS,6SR,7aSR)-6-hydroxymethyl-4-(2-methoxyphenyl)perhydroisoindol-4-ol

Reaction equation

[CH2:1]([c:2]1[cH:3][cH:4][cH:5][cH:6][cH:7]1)[N:8]1[CH2:9][CH:10]2[CH2:11][CH:12]([CH2:26][OH:27])[CH2:13][C:14]([OH:17])([c:18]3[c:19]([O:24][CH3:25])[cH:20][cH:21][cH:22][cH:23]3)[CH:15]2[CH2:16]1.[CH3:28][CH2:29][OH:30].[OH-:31].[OH-:33].[Pd+2:32]>>[NH:8]1[CH2:9][CH:10]2[CH2:11][CH:12]([CH2:26][OH:27])[CH2:13][C:14]([OH:17])([c:18]3[c:19]([O:24][CH3:25])[cH:20][cH:21][cH:22][cH:23]3)[CH:15]2[CH2:16]1

Participants

Reactant 4

HCID 702Ethanol

HCID 961Hydroxide2×

HCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)

HCID 67661107HCID 67661107, compound

Product 1

HCID 67660910(3aRS,4RS,6SR,7aSR)-6-hydroxymethyl-4-(2-methoxyphenyl)perhydroisoindol-4-ol

Sources & evidence

ORD record: ord-2811b7b648eb45fa8d61fbdad7defe01
Source dataset: Training data from https://doi.org/10.1039/C8SC04228D (8/10)
DOI: 10.1039/C8SC04228D

Reaction notes

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