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Synthesis of reserpine‐type alkaloids, III. Synthesis of rac ‐deserpidine and a rac ‐raunescine epimer
Author(s) -
Szántay Csaba,
Blaskó GáBor,
Honty Katalin,
BaitzGács Eszter,
Tamás JóZsef,
Tőke László
Publication year - 1983
Publication title -
liebigs annalen der chemie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 0170-2041
DOI - 10.1002/jlac.198319830804
Subject(s) - chemistry , epimer , reserpine , stereochemistry , yohimbine , biochemistry , pharmacology , receptor , medicine , antagonist
Starting from the key intermediate 2 previously used for the preparation of derivatives with a normal yohimbane skeleton, the synthesis of rac ‐deserpidine ( 1b ) and the rac ‐raunescine epimer 9c , having an epi‐allo and allo skeleton, respectively, has been performed. In the course of the synthesis several stereoisomers of C‐18‐substituted allo ‐yohimbine have been prepared and characterized by spectroscopic and chemical means.