Abstract
A facile synthesis of spirocyclic lactams starting from β-keto carboxylic acids via a one-pot cascade reaction involving a Curtius rearrangement and an intramolecular nucleophilic addition of the enol carbon to the isocyanate intermediate is reported. The same conditions have also been used for the generation of fused cyclic lactams with similar good yields. The synthetic value of this method has been demonstrated by efficient synthesis of tetracyclic spirolactam 8 and pentacyclic spirolactam 9.
Original language | English (US) |
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Pages (from-to) | 3070-3073 |
Number of pages | 4 |
Journal | Organic Letters |
Volume | 17 |
Issue number | 12 |
DOIs | |
State | Published - Jun 19 2015 |
Externally published | Yes |
Bibliographical note
Publisher Copyright:© 2015 American Chemical Society.