Abstract
Arylthio-substituted succinic anhydrides undergo cycloaddition reactions with imines to produce γ-lactams in high yield and with high diastereoselectivity. The origin of the selectivity is proposed to result from anion-π repulsion in the transition state. The utility of this technique is demonstrated in a synthesis of the carbon framework common to the alkaloids martinellic acid and martinelline in five steps.
Original language | English (US) |
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Pages (from-to) | 3999-4002 |
Number of pages | 4 |
Journal | Organic Letters |
Volume | 8 |
Issue number | 18 |
DOIs | |
State | Published - Aug 31 2006 |
Externally published | Yes |
ASJC Scopus subject areas
- Molecular Medicine