We found a match
Your institution may have access to this item. Find your institution then sign in to continue.
- Title
Total Synthesis of (−)- N-Methylwelwitindolinone B Isothiocyanate.
- Authors
Reyes, Julius R.; Xu, Jiasu; Kobayashi, Kenichi; Bhat, Vikram; Rawal, Viresh H.
- Abstract
The asymmetric synthesis of (−)- N-methylwelwitindolinone B isothiocyanate is reported. Critical challenges overcome through these studies include the stereoselective installation of the sterically congested C13 alkyl chloride and control of the wayward reactivity of the indole unit to standard oxidants. A Pt-catalyzed hydrosilylation helped stymie unwanted rearrangements facilitated by vinyl group participation during the chloride installation step, and a new FeII-catalyzed oxidation accomplished the problematic conversion of indole into 2-indolinone.
- Subjects
INDOLINONE; ISOTHIOCYANATES; CHEMICAL synthesis; ASYMMETRY (Chemistry); STEREOSELECTIVE reactions; HYDROSILYLATION; CATALYTIC activity
- Publication
Angewandte Chemie, 2017, Vol 129, Issue 33, p10094
- ISSN
0044-8249
- Publication type
Article
- DOI
10.1002/ange.201705322