ALPHA-CYCLIZATION OF TERTIARY-AMINES .3. CAPTODATIVE OR PUSH-PULL ENAMINES FORM PYRROLINES, PYRROLIZIDINES AND THEIR RING HOMOLOGS WITH DIMETHYL ACETYLENEDICARBOXYLATE IN A HIGHLY DIASTEREOSELECTIVE REACTION

被引:0
作者
DEBOECK, B [1 ]
JIANG, SP [1 ]
JANOUSEK, Z [1 ]
VIEHE, HG [1 ]
机构
[1] UNIV CATHOLIQUE LOUVAIN,CHIM ORGAN LAB,B-1348 LOUVAIN,BELGIUM
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D O I
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中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The title one-pot reaction occurs through a sequence of [2+2] cycloaddition ring opening to dienamines and formation of a 1,5-dipole by [1,6] hydrogen-shift. This intermediate may cyclize or in sterically suitable cases and at lower temperatures, lead to isolable N-vinyl enamines by proton transfer.
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页码:7075 / 7092
页数:18
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  • [1] X-RAY-ANALYSIS OF PYRROLIZIDINES SYNTHESIZED BY DIASTEREOSELECTIVE ALPHA-CYCLIZATION OF CAPTODATIVE OR PUSH-PULL ENAMINES WITH DIMETHYL ACETYLENEDICARBOXYLATE
    TINANT, B
    FENEAUDUPONT, J
    DECLERCQ, JP
    DEBOECK, B
    JIANG, S
    JANOUSEK, Z
    VIEHE, HG
    BULLETIN DES SOCIETES CHIMIQUES BELGES, 1995, 104 (06): : 397 - 400