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Synthesis of vinca alkaloids and related compounds part 94. Epimerization of compounds with aspidospermane and D ‐secoaspidospermane skeleton
Author(s) -
Kalaus György,
Szabó Lajos,
Éles János,
Szántay Csaba,
Juhász Imre,
Greiner IstvÁn,
Brlik János,
KajtárPeredy Mária
Publication year - 2000
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570370205
Subject(s) - chemistry , epimer , sodium borohydride , boiling , acetic acid , vinca , organic chemistry , sodium , catalysis , botany , biology
The individual epimerization steps of vincadifformine ( 1 ), deethylvincadifformine isomers ( 2,3 ), their synthetic intermediates ( 4–13 ) as well as that of simpler compounds with D ‐secoaspidospermane skeleton ( 15–17 ) were studied a ) in protic medium (boiling deuteroacetic acidic) and b ) under reductive (with sodium borodeuteride in boiling acetic acid, or with sodium borohydride in boiling deuteroacetic acid) conditions.