期刊
TETRAHEDRON LETTERS
卷 47, 期 47, 页码 8235-8238出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2006.09.113
关键词
organocatalysis; chiral sulfoxide; enantioselective allylation; chiral sulfur reagents
Novel C-2-symmetric bis-sulfoxide/N-oxide (R,R)-5 was prepared in good yield according to the Andersen protocol with (S)-menthyl p-tolyl sulfinate (2 equiv) and the dilithium derivate of 2,6-dimethylpyridine N-oxide. Reduction of (R,R)-5 to pyridine/ bis-sulfoxide (R,R)-6 was accomplished by means of Katritzky's procedure (Fe-0/AcOH). Both bis-sulfoxides (R,R)-5 and (R,R)-6 are efficient chiral organocatalysts in the asymmetric allylation of N-benzoyl hydrazones derived from both aldehydes and ketones. (c) 2006 Elsevier Ltd. All rights reserved.
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