Details

Autor(en) / Beteiligte

• Yang, Guo-Hui
• Li, Yao
• Li, Xin
• Cheng, Jin-Pei

Titel

Access to P-chiral phosphine oxides by enantioselective allylic alkylation of bisphenols

Ist Teil von

• Chemical science (Cambridge), 2019-04, Vol.10 (15), p.4322-4327

Ort / Verlag

England: Royal Society of Chemistry

Erscheinungsjahr

2019

Link zum Volltext

Quelle

EZB Electronic Journals Library

Beschreibungen/Notizen

• A novel biscinchona alkaloid-catalyzed highly enantioselective desymmetrization reaction of bisphenol compounds with achiral Morita-Baylis-Hillman carbonate agents was developed. Through the asymmetric allylic alkylation strategy, a broad range of optically active P-stereogenic phosphine oxides were generated with excellent to good yields (up to 99%) and high enantioselectivities (up to 98.5 : 1.5 e.r.). The reaction was further investigated by the linear free energy relationship (LFER) analysis. A possible transition state was proposed and furthered verified by theoretical calculations.