Work

Enantioselective Photocycloaddition of 3-Hydroxyflavones: Total Syntheses and Absolute Configuration Assignments of (+)-Ponapensin and (+)-Elliptifoline

Year: 2012

Type: article

Abstract: We have previously reported development of biomimetic, asymmetric [3 + 2] photocycloadditions between 3-hydroxyflavones and cinnamate dipolarophiles to access (-)-rocaglamide and related natural products. Herein, we describe enantioselective syntheses of aglain cycloadducts leading to the first total syntheses and absolute configuration assignments of the aglain natural products (+)-ponapensin and (+)-elliptifoline.

Source: Journal of the American Chemical Society

DOI: 10.1021/ja305342f

Authors: Neil J. Lajkiewicz, Stéphane P. Roche, Baudouin Gerard, John A. Porco

Institution: Boston University

Language: English

Topic: Synthesis of Organic Compounds

Subfield: Pharmacology

Field: Medicine

Domain: Health Sciences

Open Access status: green

Funder: National Institute of General Medical Sciences

Award: Biomimetic Synthesis of Complex Natural Products