Opening book details…
Can I read Free Radical Cyclizations in Alkaloid Synthesis: (+)-Heliotridine and (+)-Hastanecine on EtoBox?
Free Radical Cyclizations in Alkaloid Synthesis: (+)-Heliotridine and (+)-Hastanecine by Joong-Kwon Choi; David J. Hart is a Chemistry article available to read on EtoBox.
What is Free Radical Cyclizations in Alkaloid Synthesis: (+)-Heliotridine and (+)-Hastanecine about?
Treatment of phenylthiolactams 5a-5f with tri-n-butyltin hydride and AIBN affords mixtures of reduction and cyclization products.-Cyclization products partition between indolizidinones and pyrrolizidinones depending on the terminal alkyne substituent. When the terminal substituent is a trimethylsilyl group, synthetically useful yields of pyrrolizidinones are obtained. Applications of this chemistry to the synthesis of (+)-heliotridine (2) and (+)-hastanecine (3) via the key intermediates 37 and 38 are described. The pyrrolizidine alkaloids have attracted the attention of synthetic organic chemists for several decades.I" This interest has in part been due to the potentially useful biological properties of several members of this family of natural products.3 A more likely reason for the widespread interest in pyrrolizidine alkaloids, however, is that their deceptively simple structures provide a testing ground for procedures which may be of general interest in the area of alkaloid synthesis. We recently reported a new route to the pyrrolizidine nucleus via the intramolecular addition of a-acylamino radicals to alkynes. 4 This article presents the details of these studies and describe
Who reads Free Radical Cyclizations in Alkaloid Synthesis: (+)-Heliotridine and (+)-Hastanecine?
It is typically read by researchers, students, and practitioners in Chemistry.
- Author
- Joong-Kwon Choi; David J. Hart
- Publisher
- Elsevier Science; Elsevier ; Elsevier Ltd.; Elsevier BV (ISSN 0040-4020)
- Published
- 1985
- Language
- EN
- Field
- Chemistry (Physical Sciences)