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Typical Procedure, Synthesis of 3a To a solution of p-tolylboronic acid 2a (69.8 mg, 0.502 mmol) and p-benzoquinone (33.2 mg, 0.307 mmol) in MeOH (10 mL) was added 1a (3.25 mg, 0.0051 mmol, and the flask was evacuated and backfilled with Ar three times at -78°C. The reaction mixture was stirred for 24 h at r.t. under Ar. The solvent was removed in vacuo and the residue was purified by silica gel column flash chromatography (eluent: hexane) to afford 3a 40.2 mg, 88, as colorless solids. Other reactions were also carried out in a similar manner. If the product and excess pbq are inseparable by chromatography, crude materials were treated with excess NaBH4 in MeOH at r.t. prior to purification. All starting materials and products are known compounds
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4 in MeOH at r.t. prior to purification. All starting materials and products are known compounds.
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