共 21 条
Diastereoselective synthesis of cis-2,5-disubstituted pyrrolidine N-oxides by the retro-Cope elimination
被引:8
作者:
Bagley, MC
[1
]
Tovey, J
[1
]
机构:
[1] Univ Wales Coll Cardiff, Dept Chem, Cardiff CF10 3TB, S Glam, Wales
关键词:
Cope elimination;
cyclisation;
diastereoselection;
nitrones;
N-oxides;
pyrrolidines;
D O I:
10.1016/S0040-4039(00)01964-X
中图分类号:
O62 [有机化学];
学科分类号:
070303 ;
081704 ;
摘要:
Nitrones were reacted with 3-butenylmagnesium bromide to give alkenylhydroxylamines that were cyclised by retro-Cope elimination. Heating the diastereomeric mixtures of pyrrolidine N-oxides in the absence of solvent affected a highly diastereoselective isomerisation to provide the cis-2,5-disubstituted products in excellent yield. (C) 2000 Elsevier Science Ltd. All rights reserved.
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页码:351 / 353
页数:3
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