- First asymmetric total synthesis of (+)-sparteine.
First asymmetric total synthesis of (+)-sparteine.
Organic letters (2002-07-19)
Brenton T Smith, John A Wendt, Jeffrey Aubé
PMID12123380
ABSTRACT
[reaction: see text] The total synthesis of (+)-sparteine was accomplished from 2,5-norbornadione in 15 steps and 15.7% overall yield. The key steps were two ring-expansion reactions, one involving an intramolecular Schmidt reaction and one using a novel variant of the photo-Beckmann rearrangement.
MATERIALS