X-RAY-ANALYSIS OF PYRROLIZIDINES SYNTHESIZED BY DIASTEREOSELECTIVE ALPHA-CYCLIZATION OF CAPTODATIVE OR PUSH-PULL ENAMINES WITH DIMETHYL ACETYLENEDICARBOXYLATE
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TINANT, B
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UNIV CATHOLIQUE LOUVAIN,CHIM ORGAN LAB,B-1348 LOUVAIN,BELGIUMUNIV CATHOLIQUE LOUVAIN,CHIM ORGAN LAB,B-1348 LOUVAIN,BELGIUM
TINANT, B
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FENEAUDUPONT, J
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UNIV CATHOLIQUE LOUVAIN,CHIM ORGAN LAB,B-1348 LOUVAIN,BELGIUMUNIV CATHOLIQUE LOUVAIN,CHIM ORGAN LAB,B-1348 LOUVAIN,BELGIUM
FENEAUDUPONT, J
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DECLERCQ, JP
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UNIV CATHOLIQUE LOUVAIN,CHIM ORGAN LAB,B-1348 LOUVAIN,BELGIUMUNIV CATHOLIQUE LOUVAIN,CHIM ORGAN LAB,B-1348 LOUVAIN,BELGIUM
DECLERCQ, JP
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DEBOECK, B
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UNIV CATHOLIQUE LOUVAIN,CHIM ORGAN LAB,B-1348 LOUVAIN,BELGIUMUNIV CATHOLIQUE LOUVAIN,CHIM ORGAN LAB,B-1348 LOUVAIN,BELGIUM
DEBOECK, B
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JIANG, S
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UNIV CATHOLIQUE LOUVAIN,CHIM ORGAN LAB,B-1348 LOUVAIN,BELGIUMUNIV CATHOLIQUE LOUVAIN,CHIM ORGAN LAB,B-1348 LOUVAIN,BELGIUM
JIANG, S
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JANOUSEK, Z
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UNIV CATHOLIQUE LOUVAIN,CHIM ORGAN LAB,B-1348 LOUVAIN,BELGIUMUNIV CATHOLIQUE LOUVAIN,CHIM ORGAN LAB,B-1348 LOUVAIN,BELGIUM
JANOUSEK, Z
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VIEHE, HG
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UNIV CATHOLIQUE LOUVAIN,CHIM ORGAN LAB,B-1348 LOUVAIN,BELGIUMUNIV CATHOLIQUE LOUVAIN,CHIM ORGAN LAB,B-1348 LOUVAIN,BELGIUM
VIEHE, HG
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[1] UNIV CATHOLIQUE LOUVAIN,CHIM ORGAN LAB,B-1348 LOUVAIN,BELGIUM
The title reactions lead to unique diastereoisomers of pyrrolizidines 1a [dimethyl 2,3-dehydro-1-methyl-3-cyanopyrrolizidine-1,2-dicarboxylate] or 1b [dimethyl 2,3-dehydro-1-(ethoxycarbonylmethyl)1-3-phenyl-pyrrolizidine-1,2-dicarboxylate] with relative stereochemistry (1a: trans; 1b: cis) established by X-ray diffraction analysis. The heterocycle adopts a different conformation in 1a and 1b.