Ambient temperature zincation of N-Boc pyrrolidine and its solvent dependency

作者：Garden Jennifer A; Kennedy Alan R; Mulvey Robert E^*; Robertson Stuart D

来源：Chemical Communications, 2012, 48(43): 5265-5267.

DOI：10.1039/c2cc31793a

Sodium TMP-zincate, [(TMEDA)Na(TMP)(Bu-t)Zn(Bu-t)], can deproto-zincate N-Boc pyrrolidine at ambient temperature in hexane solution, whereas in toluene the captured alpha-carbanion of the heterocycle attacks the solvent setting off a cascade of reactions that ultimately produce a pyrrolidine-substituted enolate.

• 出版日期2012