Asymmetric total synthesis of nigerone.

Evan S Divirgilio, Elizabeth C Dugan, Carol A Mulrooney, Marisa C Kozlowski

Department of Chemistry, Roy and Diana Vagelos Laboratories, University of Pennsylvania, Philadelphia, Pennsylvania 19104-6323, USA.

Organic letters 2007 Feb 1

filter terms:

reaction: see text] An enantioselective synthesis of the chiral bisnaphthopyrone natural product nigerone is reported. The key step was an eight-step isomerization process to form the final natural product. The isomerization precursor was constructed via asymmetric oxidative biaryl coupling of an advanced intermediate with a 1,5-diaza-cis-decalin copper catalyst.

Citation

Evan S Divirgilio, Elizabeth C Dugan, Carol A Mulrooney, Marisa C Kozlowski. Asymmetric total synthesis of nigerone. Organic letters. 2007 Feb 1;9(3):385-8