General Approach to the Total Synthesis of Macroline-Related Sarpagine and Ajmaline Alkaloids1

Author:

Edwankar Chitra R.1,Edwankar Rahul V.1,Rallapalli Sundari1,Cook James M.1

Affiliation:

1. Department of Chemistry and Biochemistry, University of Wisconsin-Milwaukee, Milwaukee, WI 53211, USA

Abstract

Described in this review is a general and efficient strategy for the synthesis of macroline-related sarpagine and ajmaline alkaloids. The tetracyclic ketone in the parent system, as well as the alkoxy substituted series served as templates for the synthesis of these complex molecules. The palladium-mediated enolate cross coupling process, regiospecific hydroboration, and Tollens reaction are some of the key transformations that have been employed for further functionalization of these templates. Synthetic routes that have been improved, in order to obtain gram quantities of these alkaloids form a part of this review.

Publisher

SAGE Publications

Subject

Complementary and alternative medicine,Plant Science,Drug Discovery,Pharmacology,General Medicine

Reference179 articles.

1. This paper is dedicated to Professor Wilfred R. Chan for his inspiration and dedication to natural products chemistry.

2. The potential of alkaloids in drug discovery

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