31. The nucleophile may be a number of reagents, most commonly organometallic or reducing agents. 32. It is also a potent nucleophile . 33. The pseudoephedrine chiral auxiliary is subsequently removed by cleaving the amide bond with an appropriate nucleophile . 34. The rules apply when the nucleophile can attack the bond in question in an ideal angle. 35. It all comes down to whether your compound / element is an electrophile or a nucleophile . 36. Unlike many other bases, the steric bulk prevents this base from acting as a nucleophile . 37. First, His-57 deprotonates Ser-195, allowing it to serve as a nucleophile . 38. Trimethylamine is a good nucleophile , and this reaction is the basis of most of its applications. 39. Crossed Claisen condensations, in which the enolate and nucleophile are different esters, are also possible. 40. In organic synthesis benzeneselenol is converted to its conjugate base PhSe ", a potent nucleophile .