期刊
TETRAHEDRON
卷 62, 期 39, 页码 9237-9246出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2006.07.024
关键词
enantioselective hydrogenation; exocyclic double bonds; N-tosyloxazolidinones; rhodium complex
A highly enantioselective synthesis of optically active N-tosyl-4-alkyl-1,3-oxazolidin-2-ones based on the asymmetric hydrogenation of the trisubstituted exocyclic double bond of N-tosyl-4-alkylidene-1,3-oxazolidin-2-ones under the catalysis of neutral [Rh(COD)Cl]2 (COD= 1,5-cyclooctadiene) and (S)-(+)-DTBM-SEGPHOS was developed. The utility of this highly enantioselective reaction was exemplified by the synthesis of optically active amino acids, amino alcohols, and piperidine derivatives. (c) 2006 Elsevier Ltd. All rights reserved.
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