期刊
TETRAHEDRON LETTERS
卷 51, 期 26, 页码 3412-3416出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2010.04.093
关键词
Lewis acids; Intramolecular aza-Prins cyclization; Homoallyl amide; Heterobicycles
资金
- CSIR, New Delhi
- CNRS
The coupling of (E)- and (Z)-hex-3-ene-1,6-ditosylamide with various aldehydes in the presence of 10 mol % Sc(OTf)(3) gave the corresponding trans- and cis-fused 1,5-ditosyl-octahydro-1H-pyrrolo[3,2-c]-pyridines, respectively, in good yields via intramolecular aza-Prins cyclization, whereas the coupling of (E)- and (Z)-N-(6-hydroxyhex-3-enyl)-4-methylbenzenesulfonamide afforded the corresponding trans- and cis-fused octahydro-1-tosylpyrano[4,3-b]pyrroles derivatives, respectively, via intramolecular Prins-cyclization. (C) 2010 Elsevier Ltd. All rights reserved.
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