Work

Synthesis of Tronocarpine Framework via a Michael/Lactamization/Michael Cascade Process: Synthesis of Dihydrotronocarpine

Year: 2026

Type: article

Abstract: This paper describes an efficient strategy that uses a Michael/lactamization/Michael one-pot cascade process to construct the pentacyclic core of tronocarpine. This key transformation used a seven-membered lactam derived from tryptamine and a Michael double acceptor to produce an advanced intermediate with all of the necessary functional groups to synthesize the natural product in 53% yield. Dihydrotronocarpine was then synthesized from this intermediate in two additional steps.

Source: The Journal of Organic Chemistry

DOI: 10.1021/acs.joc.5c03062

Authors: Mario Castañón-Garcíaa, Carlos H. Escalantea, Luis D. Mirandaa

Institution: Universidad Nacional Autónoma de México

Language: English

Topic: Advanced Synthetic Organic Chemistry

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: hybrid

Estimated APC paid: $4,500

Funder: Consejo Nacional de Ciencia y Tecnología