Work

Total synthesis of (±)-leuconolam: intramolecular allylic silane addition to a maleimide carbonyl group

Year: 2013

Type: article

Abstract: A concise total synthesis of the plant alkaloid (±)-leuconolam (1) has been achieved. A regio- and diastereoselective Lewis-acid mediated allylative cyclization was used to establish, simultaneously, two adjacent tetrasubstituted carbon centers. Furthermore, an essential arene cross-coupling to a hindered haloalkene was enabled by the use of a novel 2-anilinostannane.

Source: Chemical Science

DOI: 10.1039/c3sc00056g

Authors: Enver Cagri Izgu, Thomas R. Hoye

Institution: University of Minnesota

Language: English

Topic: Advanced Synthetic Organic Chemistry

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: green

Funders: Gemeinsame Bundesausschuss, National Cancer Institute, National Institute of General Medical Sciences

Awards: Synthesis, Biosynthesis, and Structure of Antitumor Agents, New Strategies for Bioactive Molecule Synthesis