N-Boc-pyrrolidine → tert-Butyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrrolidine-1-carboxylate

HRID 1491010Notes

Reaction equation

HRID 1491010 reaction equation
CC(C)(C)OC(=O)N1CCCC1>C1=CCCC=CCC1.C1=CCCC=CCC1.C1CCCCCCC1.CC1(C)OB(B2OC(C)(C)C(C)(C)O2)OC1(C)C.C[OH2+].C[OH2+].Cc1ccc2ccc3cccnc3c2n1.[Ir].[Ir]>CC(C)(C)OC(=O)N1CCC(B2OC(C)(C)C(C)(C)O2)C1

Participants

6

Reactant 1

HCID 643455N-Boc-pyrrolidine

Product 1

HCID 45787288tert-Butyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrrolidine-1-carboxylateYield 54%

Reagents, catalysts & solvents 4

HCID 2733548Bis(pinacolato)diboraneReagentHCID 49133562-Methyl-1,10-phenanthrolineReagentHCID 76001521Bis(1,5-cyclooctadiene)dimethoxydiiridiumCatalystHCID 9266CyclooctaneSolvent

Conditions

Temperature
100 °C

Sources & evidence

ORD record
ord-f15bdcee529b4a019f4883f3f6ec847b
Source dataset
Borylation dataset from Roche

Reaction notes

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