Stereoselective Organocatalytic Synthesis of α,α-Difluoro-γ,γ-Disubstituted Butenals
Satoru Arimitsu* and Makoto Nakasone
*Department of Chemistry, Biology and Marine Science,
University of the Ryukyus, Senbaru 1, Nishihara, Nakagami, Okinawa 903-0123,
Japan, Email: arimitsu
sci.u-ryukyu.ac.jp
S. Arimitsu, M. Nakasone, J. Org. Chem., 2016, 81, 6707-6713.
DOI: 10.1021/acs.joc.6b01334
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Abstract
An organocatalytic system of L-proline and salicylic acid enables a highly stereoselective synthesis of α,α-difluoro-γ,γ-disubstituted butenals. The reaction offers a wide substrate scope and excellent E stereoselectivity in most cases.
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Key Words
allyl fluorides, fluoroaldehydes, NFSI, sodium borohydride
ID: J42-Y2016
