Abstract
Bisavenanthramide B-6 (2) is a highly substituted γ-lactam derived from oat leaves. Development of a new base-promoted anhydride Mannich reaction with N-sulfonylated imines that forms the core structure of 2 in a single step is presented. Further elaboration allows for a facile one-pot double Buchwald N-arylation to install the final rings onto the densely substituted γ-lactam core. This route provides the natural product in a longest linear sequence of nine steps.
Original language | English (US) |
---|---|
Pages (from-to) | 1740-1743 |
Number of pages | 4 |
Journal | Organic Letters |
Volume | 18 |
Issue number | 8 |
DOIs | |
State | Published - Apr 15 2016 |
ASJC Scopus subject areas
- Organic Chemistry
- Physical and Theoretical Chemistry
- Biochemistry