Diastereoselective ene reactions of triazolinediones with chiral allylic alcohols. Evidence for a hydroxyl-enophile steering effect

Tetrahedron Letters

Volumn 39, Issue 16, 1998, Pages 2393-2396

  Stratakis, Manolis ^a   Vassilikogiannakis, Georgios ^b   Orfanopoulos, Michael ^b  

^a UNIVERSITY OF CYPRUS   (Cyprus)

^b UNIVERSITY OF CRETE   (Greece)

Author keywords

[No Author keywords available]

Indexed keywords

ALLYL ALCOHOL; AZIRIDINE DERIVATIVE; SOLVENT; TRIAZOLINE DERIVATIVE;

ARTICLE; CHEMICAL REACTION; CHIRALITY; MOLECULAR INTERACTION; STEREOCHEMISTRY; SYNTHESIS;

EID: 0032537199     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)00207-X     Document Type: Article

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15. 2 (NMR indicated 88% D content on the vinylic position and 93% on the allylic methyls). The kinetic competition of 1 versus 2, for the observation of the intermolecular isotope effect was monitored by GC and by NMR.
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17. 10. The configuration of the major and minor diastereomers was not assigned.