A Zincke aldehyde approach to gelsemine.

Authors :: Lam, Jonathan K.
Joseph, Scott B.
Vanderwal, Christopher D.
Source :: Tetrahedron Letters: International Organ for the Rapid Publication of Preliminary Communications in Organic Chemistry. Jun2015, Vol. 56 Issue 23, p3165-3168. 4p.
Publication Year :: 2015
Abstract: We have developed a Zincke-aldehyde-based approach to the complex alkaloid gelsemine. It features a key thermal pericyclic cascade that converts a Zincke aldehyde bearing a pendant alkene into a hydroisoindolone product that shares many structural features with the target molecule. Our efforts to convert these intermediates to gelsemine are also discussed. [ABSTRACT FROM AUTHOR]

Subjects :: *ALDEHYDES
*ALKALOIDS
*INTERMEDIATES (Chemistry)
*THERMAL analysis
*INDOLE
*CHEMICAL synthesis

Language :: English
ISSN :: 00404039
Volume :: 56
Issue :: 23
Database :: Academic Search Index
Journal :: Tetrahedron Letters: International Organ for the Rapid Publication of Preliminary Communications in Organic Chemistry
Publication Type :: Academic Journal
Accession number :: 108292569
Full Text :: https://doi.org/10.1016/j.tetlet.2014.12.089