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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1491050Generated: October 30, 2026

HCID 103713505, compound → HCID 178439604, compound

https://huagongshe.com/reaction/1491050

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 103713505HCID 103713505—
Reagent3,4,7,8-Tetramethyl-1,10-phenanthrolineHCID 74265—
Reagent4,4,5,5-Tetramethyl[1,3,2]dioxaborolaneHCID 2734768—
CatalystBis(1,5-cyclooctadiene)dimethoxydiiridiumHCID 76001521—
SolventCyclohexaneHCID 8078—
ProductHCID 178439604HCID 17843960423%

Reaction Conditions

Temperature80 °C

Reaction Steps

1j (15.0 mg, 81 µmol) and HBpin (17.8 µL, 0.12 mmol) were used. Purification was performed by MPLC (hexane/ethyl acetate = 9:1 to 7:3, then hexane/ether = 1:1 to 0:1), and finally by GPC to afford 5.9 mg of 2j as a colorless oil in a 23% yield. NOE was observed between H-1 and H-3 and not observed between H-1 and H-2. This result indicates that 2j has cis configuration between the N group and the B group

Provenance & Evidence

DOI10.1002/anie.201409186
Source datasetBorylation dataset from Roche
ORD IDord-84a1619a2aaa485aa3d6761aec50cd2f
Source noteBorylation dataset from Roche