3,5-Bis(trifluoromethyl)phenyl sulfones in the modified Julia olefination: application to the synthesis of resveratrol

Autor: Diego A. Alonso, Carmen Nájera, Montserrat Varea
Rok vydání: 2004
Předmět:
Zdroj: Tetrahedron Letters. 45:573-577
ISSN: 0040-4039
DOI: 10.1016/j.tetlet.2003.10.196
Popis: The reaction between carbanions derived from alkyl 3,5-bis(trifluoromethyl)phenyl sulfones and aldehydes, affords with good yields and stereoselectivities the corresponding 1,2-disubstituted alkenes through the Julia–Kocienski olefination reaction. This one-pot protocol can be performed using KOH at room temperature or the phosphazene base P4- t -Bu at −78 °C, and has been successfully used in a high yielding and stereoselective synthesis of various stilbenes such as resveratrol.
Databáze: OpenAIRE