Synthesis of four possible stereoisomers of 1,2-epoxy-3-hydroxyerythrinans: Total synthesis of an alkenoid-type erythrinan alkaloid, (±)-erythratidine 1

Journal of the Chemical Society, Perkin Transactions 1

Volumn , Issue 10, 2000, Pages 1505-1511

  Hosoi, Shinzo ^a   Nagao, Motoyoshi ^a   Tsuda, Yoshisuke ^a   Isobe, Kimiaki ^b   Sano, Takehiro ^b   Ohta, Tomihisa ^a  

^a KANAZAWA UNIVERSITY   (Japan)

^b SHOWA PHARMACEUTICAL UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ALCOHOLS; ISOMERS; OXIDATION; STEREOCHEMISTRY; SYNTHESIS (CHEMICAL); UNSATURATED COMPOUNDS;

REDUCTIVE MIGRATION;

ORGANIC COMPOUNDS;

EID: 0034697415     PISSN: 14704358     EISSN: None     Source Type: Journal    
DOI: 10.1039/b001906m     Document Type: Article

References (28)

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12. 2,4a
13. 3, the yield of 4 was reduced to 49% with formation of an unidentified over-oxidation product.
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28. This synthesis gave, at the same time, a firm proof of configurations at C-2 and C-3 of (+)-erythratidine, since they had previously been elucidated only from the coupling constant between H-2 and H-3.