264920-98-1Relevant articles and documents
Studies toward (-)-Gymnodimine: concise routes to the spirocyclic and tetrahydrofuran moieties
Yang, Ju,Cohn, Stephen T.,Romo, Daniel
, p. 763 - 766 (2007/10/03)
(formula presented) (-)-Gymnodimine is a member of a unique class of potent marine toxins possessing imines within a spirocylic array. Herein we report the synthesis of the tetrahydrofuran fragment and a strategy toward the spirocyclic imine fragment of this family of toxins. Key reactions include an asymmetric anti-aldol reaction to set the stereochemistry of the tetrahydrofuran and a formal, intermolecular Diels-Alder reaction involving an α-methylene-δ-lactam and a dienyne.