water byproducts: H2, catechol; equiv. amt. of catecholborane added to alkyne under N2, heated to 70°C for 3 h, large excess of water added, stirred overnight; filtered, washed with copious amts. of water;

1: azodicarboxylic acid <di-potassium salt>, AcOH / methanol 2: (i) nBuLi, (ii) (nBuO)3B, (iii) aq. NaOH View Scheme

1: (i) MeLi, (ii) I2 2: azodicarboxylic acid <di-potassium salt>, AcOH / methanol 3: (i) nBuLi, (ii) (nBuO)3B, (iii) aq. NaOH View Scheme

(i) nBuLi, (ii) (nBuO)3B, (iii) aq. NaOH; Multistep reaction;