Highly diastereoselective synthesis of (-)-petasinecine via Ireland-Claisen-type rearrangement

Tetrahedron Letters

Volumn 34, Issue 41, 1993, Pages 6545-6548

  Mulzer, Johann ^a   Shanyoor, Mazin ^a  

^a FREIE UNIVERSITÄT BERLIN   (Germany)

Author keywords

Ireland Claisen type rearrangement; L proline; necine base; petasinecine

Indexed keywords

ALKALOID; PETASINECINE; PYRROLIZIDINE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; DRUG SYNTHESIS; NUCLEAR MAGNETIC RESONANCE; PRIORITY JOURNAL; REACTION ANALYSIS; STEREOCHEMISTRY;

EID: 0027361757     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(93)88100-W     Document Type: Article

References (38)

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3. Recent developments in alkaloid synthesis
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5. Enantioselective synthesis of seven pyrrolizidine diols from a single precursor
6. The thermal, aliphatic Claisen rearrangement
7. The thermal, aliphatic Claisen rearrangement
8. A selective 1,2-reduction of .GAMMA.-amino-.ALPHA.,.BETA.-unsaturated esters by means of BF3OEt2-DIBAL-H system. Highly versatile chiral building blocks from .ALPHA.-amino acids.
9. Chirality transfer in the ester enolate claisen rearrangement of (R)-1-methyl-(E)-2-butenyl hydroxyacetate and its application to the stereocontrolled pheromone synthesis.
10. The Claisen Rearrangement in Organic Synthesis; 1967 to January 1977