Work

Asymmetric Total Synthesis of ent-Cyclooroidin

Year: 2010

Type: article

Abstract: An enantiospecific total synthesis of the pyrrole-imidazole natural product cyclooroidin from histidine is described. The key N1-C9 bond is constructed through an intramolecular SN2-type of reaction of a chloro ester. Subsequent imidazole azidation at the 2-position, pyrrole bromination, azide reduction, and deprotection leads to the completion of the synthesis.

Source: Organic Letters

DOI: 10.1021/ol1020916

Authors: Sabuj Mukherjee, Rasapalli Sivappa, Muhammed Yousufuddin, Carl J. Lovely

Institution: The University of Texas at Arlington

Language: English

Topic: Advanced Synthetic Organic Chemistry

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: green

Funders: National Science Foundation, National Institutes of Health, National Institute of General Medical Sciences

Awards: G1129351179, Approaches to Bioactive Aminoimidazole Natural Products