Intramolecular Hetero Diels–Alder Routes to γ-Carboline Alkaloids
Concise and efficient routes to the carboline alkaloids isocanthine (3), isocanthin-6-one (4), 1-methylisocanthine (5), and 1-methylisocanthin-6-one (6) are reported. In each case, the key synthetic step was an intramolecular hetero Diels–Alder reaction of a 1-aza-1,3-diene with an acetylenic dienophile.
© 2000 Elsevier Science Ltd.
Scott A Snyder, David A Vosburg, Matthew G Jarvis, J.Hodge Markgraf, Intramolecular Hetero Diels–Alder Routes to γ-Carboline Alkaloids, Tetrahedron, Volume 56, Issue 30, 21 July 2000, Pages 5329-5335, ISSN 0040-4020, http://dx.doi.org/10.1016/S0040-4020(00)00468-3. (http://www.sciencedirect.com/science/article/pii/S0040402000004683)