ISSN:
0947-3440
Keywords:
Deethylvincadifformine
;
Deethyltabersonine
;
Deethyl-3-oxotabersonine
;
Deethylapovincamine
;
Alkaloids
;
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
The reaction of the key compound 14 with methyl 4-formyl-butanoate (9) or with 5-benzoyloxypentanal (13) gave the D-seco-aspidospermane derivatives 17 and 18, respectively. Compound 17 was indirectly and 18 was directly converted to (±)-20-deethylvincadifformine (7) and (±)-20-deethyl-20-epivincadifformine (8). Epimerization occurred in both cases. The thioxo compound 23 was used for the synthesis of (±)-20-deethyltabersonine (28) and (±)-20-deethyl-3-oxotabersonine (27). Oxidative ring transformation of the (±)-20-deethylvincadifformine (7) gave (±)-16-deethylapovincamine (29).
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/jlac.1995199507165
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