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Synthetic and stereochemical studies on phthalideisoquinoline hemiacetals (1991)

Rozwadowska, Maria D. ; Matecka, Dorota

Weinheim : Wiley-Blackwell

Liebigs Annalen 1991 (1991), S. 287-289

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ISSN: 0170-2041

Keywords: Isoquinoline alkaloids ; Egenine ; Corytensine ; Alkaloids ; Chemistry ; Organic Chemistry

Source: Wiley InterScience Backfile Collection 1832-2000

Topics: Chemistry and Pharmacology

Notes: The two new phthalideisoquinoline hemiacetals rac-egenine (3) and rac-corytensine (4) are prepared by stereoselective DIBAL reduction of rac-bicuculline (1) and rac-adlumidine (2), respectively. The identity of egenine (3) with decumbensine as well as of corytensine (4) with epi-α-decumbensine and humosine A is postulated. The configuration around the anomeric center in natural (+)-egenine (3), (+)-corytensine (4) and (-)-narcotine hemiacetal (7) is deduced as (7′S), (7′R) and (7′R), respectively.

Type of Medium: Electronic Resource

URL: http://dx.doi.org/10.1002/jlac.199119910148

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