Asymmetric Darzens-Type Epoxidation via Chiral Ammonium Ylides

Autor: Hiroyo Kinoshita, Tetsutaro Kimachi, Akiko Ihoriya, Motoharu Ju-ichi
Rok vydání: 2010
Předmět:
Zdroj: Synlett. 2010:2330-2334
ISSN: 1437-2096
0936-5214
DOI: 10.1055/s-0030-1258015
Popis: Asymmetric Darzens-type epoxide formation of aryl aldehydes with chiral para-substituted benzylammonium ylides, prepared from brucine and corresponding benzylic chlorides and treated in situ under basic condition, was carried out to afford chiral 2,3-diaryl epoxides with moderate to good ee (84% ee). Brucine was found to be an excellent tertiary amine for a chirality transfer agent.
Databáze: OpenAIRE