ja407764u_si_002.cif (40.11 kB)
In Situ Assembled Boronate Ester Assisted Chiral Carboxylic Acid Catalyzed Asymmetric Trans-Aziridinations
dataset
posted on 2013-11-27, 00:00 authored by Takuya Hashimoto, Alberto
Osuna Gálvez, Keiji MaruokaWe developed herein a new chiral
Brønsted acid catalyst which
is composed of two independent organic molecules, a chiral diol, and
2-boronobenzoic acid. In situ formation of a boronate ester was utilized
as a key process to generate an active catalyst. This boronate ester
assisted chiral carboxylic acid catalyst was successfully applied
to the trans-aziridination of N-Boc and N-benzyl imines with N-phenyldiazoacetamide. This
is the first catalyst to achieve high enantioselectivities using N-benzyl imines.