A Flexible Route to Indole Scaffolds – Formal Synthesis of (±)‐Mersicarpine. Issue 16 (23rd April 2015)

• Record Type: Journal Article
• Authors: Pfaffenbach, Magnus; Gaich, Tanja
• Is Part Of: European journal of organic chemistry. Issue 16(2015)
• Page Start: 3427
• Page End: 3429
• Publication Date: 2015-04-23
• Subjects: Alkaloids -- Mersicarpine -- Synthesis design -- Gassman reaction -- Polycycles; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1002/ejoc.201500309
• Languages: English
• ISSNs: 1434-193X

Abstract

Abstract: The formal synthesis of racemic mersicarpine was accomplished in an operationally simple, reliable, and efficient manner in eight isolated steps. The use of a common intermediate increases the degree of synthetic flexibility and allows the construction of two completely different polycyclic alkaloid skeletons. Abstract : A concise, formal synthesis of mersicarpine in eight isolated steps was developed with an overall yield of 6 % from commercially inexpensive starting material. The route is operationally simple, efficient, and further allows the construction of two completely different polycyclic alkaloid skeletons from a common intermediate.