Acetate → 2-[4-(3-Acetoxy-1-butenyl)phenyl]-5-trimethylsilyloxy-pyridine

HRID 942518Notes

Reaction equation

HRID 942518 reaction equation
[C:19]([CH3:20])(=[O:21])[O:22][CH:23]([CH3:24])[CH:25]=[CH2:26].[C:27]([NH2:28])([CH3:29])([CH3:30])[CH3:31].[CH3:1][Si:2]([O:3][c:4]1[cH:5][cH:6][c:7](-[c:10]2[cH:11][cH:12][c:13]([Br:16])[cH:14][cH:15]2)[n:8][cH:9]1)([CH3:17])[CH3:18].[CH3:60][N:61]1[CH2:62][CH2:63][CH2:64][C:65]1=[O:66].[O-:52][C:53]([CH3:54])=[O:55].[O-:56][C:57]([CH3:58])=[O:59].[Pd+2:51].[c:32]1([P:33]([c:34]2[cH:35][cH:36][cH:37][cH:38][cH:39]2)[c:40]2[cH:41][cH:42][cH:43][cH:44][cH:45]2)[cH:46][cH:47][cH:48][cH:49][cH:50]1>>[CH3:1][Si:2]([O:3][c:4]1[cH:5][cH:6][c:7](-[c:10]2[cH:11][cH:12][c:13]([CH:26]=[CH:25][CH:23]([O:22][C:19]([CH3:20])=[O:21])[CH3:24])[cH:14][cH:15]2)[n:8][cH:9]1)([CH3:17])[CH3:18]

Participants

8

Reactant 7

HCID 175Acetate2×HCID 6385Tert-ButylamineHCID 11776TriphenylphosphineHCID 13387N-methyl-2-pyrrolidoneHCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 1388211-Methylallyl acetateHCID 190171025-Trimethylsilyloxy-2-(4-bromophenyl)pyridine

Product 1

HCID 541983492-[4-(3-Acetoxy-1-butenyl)phenyl]-5-trimethylsilyloxy-pyridine

Sources & evidence

ORD record
ord-2bba0d75bc17465e94c5c4dca5ce882d
Source dataset
Validation data from https://doi.org/10.1039/C8SC04228D

Reaction notes

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