Work

Approach Toward the Total Synthesis of 5-Hydroxyaloin A

Year: 2010

Type: article

Abstract: The synthesis of a thiomethyl analogue of 5-hydroxyaloin A has been achieved using benzyne and naphthyne [4 + 2] cycloadditions with substituted furans. A regiocontrolled cycloaddition was achieved using a silicon tether, and a regioselective ring opening was accomplished using a sulfide as a directing group.

Source: Organic Letters

DOI: 10.1021/ol102318k

Authors: Kristen J. Procko, Hui Li, Stephen F. Martin

Institution: The University of Texas at Austin

Language: English

Topic: Cyclization and Aryne Chemistry

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: green

Funder: National Institute of General Medical Sciences

Awards: G2469423531, Strategies for the Syntheses of Bioactive Targets