@article{aea805c2542f42698a8a060293533e73,
title = "An intramolecular passerini reaction: Synthesis of hydrastine.",
abstract = "An intramolecular Passerini reaction between 3,4-methylenedioxyphenethylisocyanide and opianic acid is applied in a total synthesis of hydrastine, a phthalideisoquinoline alkaloid.",
author = "Falck, {J R} and Sukumar Manna",
note = "Funding Information: Acknowledgment: The Robert 'A. Welch Foundation is thanked for generous financial support. The authors also express their appreciation to Drs. J.L. Goldstein and M.S. Brown for their encouragement during this project. References and Notes 1. D. Marquarding, G. Gokel, P. Hoffmann, and I. Ugi, In {"}Isonitrile Academic Press: New York, 1971; Chapter 7. 2. M. Passerini and G. Ragni, --A,2 Gazz. Chim. Ital 61 964 (1931). 3. For some recent examples, see S. Osmundd e SilG, I. Ahmada nd V. Sniekus, Tetrahedron, 5107 (1978); B.C. Nalliah, D.B. MacLean, R.G.A. Rodrigo, and R.H.F. Man&e, Can. J. Chem., E, 922 (1977); T. Kametani, T. Honda, H. Inoue, and K. Fukumoto, J.C.S. Perkin I, 1221 z976); M. Shammaa nd V. St. Georgiev, Tetrahedron Lett., 2339 (1974). 4. Somee xcellent reviews of phthalideisoquinoline alkaloids have appeared. See, for example, M. Shamma,{"} The Isoquinoline Alkaloids{"}, Acgdemic Press: New York, 1972; Chapter 19. U. Schiillkopf, K.-W. Henneke, K. Madawinata. and R. Harms, Just. Liebigs Ann.Chem., 1977, 40. 6. Satisfactory infrared, proton magnetic resonance, and mass spectral data were obtained on chromatographically homogeneouss amples. 7. J.W. Wilson, III, C.L. Zirkle, E.L. Anderson, J.J. Stehle, and G.E. Ullyot. -J. s la. 792 (1951). a. TR. Govindachari and S. Rajadurai, --2*-v J. Chem. Sot 1957 557.",
year = "1981",
doi = "10.1016/S0040-4039(01)92504-3",
language = "English (US)",
volume = "22",
pages = "619--620",
journal = "Tetrahedron Letters",
issn = "0040-4039",
publisher = "Elsevier Limited",
number = "7",
}