N-Heterocyclic Carbene Catalyzed Highly Chemoselective Intermolecular Crossed Acyloin Condensation of Aromatic Aldehydes with Trifluoroacetaldehyde Ethyl Hemiacetal
Bandaru T. Ramanjaneyulu, Sriram Mahesh and Ramasamy Vijaya Anand*
*Department of Chemical Sciences, Indian Institute of Science
Education and Research (IISER) Mohali, Sector 81, Knowledge City, S. A. S. Nagar,
Manauli (PO), Punjab - 140306, India, Email: rvijayan
iisermohali.ac.in
B. T. Ramanjaneyulu, S. Mahesh, R. V. Anand, Org. Lett., 2015, 17, 6-9.
DOI: 10.1021/ol502581b
Abstract
A N-heterocyclic carbene as a catalyst enables a highly chemoselective intermolecular crossed acyloin condensation between aromatic aldehydes and trifluoroacetaldehyde ethyl hemiacetal under mild reaction conditions. A wide range of aromatic aldehydes underwent a smooth transformation to trifluoromethylated acyloin derivatives in good yields.
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Key Words
acyloin condensation, trifluoromethyl carbinols, α-trifluoromethyl carbonyl compounds, organocatalysis
ID: J54-Y2015
