Details

Autor(en) / Beteiligte

• Papaioannou, Nikolaos
• Evans, Catherine A
• Blank, Jarred T
• Miller, Scott J

Titel

Enantioselective Synthesis of a Mitosane Core Assisted by Diversity-Based Catalyst Discovery

Ist Teil von

• Organic letters, 2001-09, Vol.3 (18), p.2879-2882

Ort / Verlag

United States: American Chemical Society

Erscheinungsjahr

2001

Quelle

MEDLINE

Beschreibungen/Notizen

• Synthesis of mitosane 1 in optically pure form is reported. A retrosynthetic plan that proceeds through racemic allylic alcohol 3 was carried out. This intermediate served as a test substrate for a rapid screen of a small library (152 members) of peptide-based kinetic resolution catalysts. Peptide 9 was found to effect kinetic resolution with k rel = 27. Alcohol (−)-3 was then converted to optically pure (−)-1 in eight steps.