Synthesis of Alkylidenecyclopentenones and Dialkylidenecyclopentenones via the Coupling of Propargylic Alcohol and 2-Alkyne-1,4-diol Derivatives with Cyclopropylcarbene–Chromium Complexes
Author:
Publisher
Elsevier BV
Subject
Organic Chemistry,Drug Discovery,Biochemistry
Reference28 articles.
1. For the latest reference, see: Yan, J.; Zhu, J.; Matasi, J. J.; Herndon, J. W. J. Org. Chem.1999, 64, 1291–1301.
2. For a detailed mechanistic discussion, see: Tumer, S. U.; Herndon, J. W.; McMullen, L. A. J. Am. Chem. Soc.1992, 114, 8394–8404.
3. For a mechanistically unrelated route to similar cyclopentenones using alkynes and simple carbene complexes, see: (a) Challener, C. A.; Wulff, W. D.; Anderson, B. A.; Chamberlin, S. A.; Faron, K. L.; Kim, O. K.; Murray, C. K.; Xu, Y.-C.; Yang, D. C.; Darling, S. D. J. Am. Chem. Soc.1993, 115, 1359–1376.
4. (b) Harvey, D. F.; Grenzer, E. M.; Gantzel, P. K. J. Am. Chem. Soc.1994, 116, 6719–6732.
5. Effect of solvent polarity extremes on the coupling of cyclopropylcarbene-chromium complexes and alkynes: Synthesis of β-alkoxycyclopentadienones, 2-cyclopentene-1,3-diones, and cis 4,5-disubstituted cyclopentenones
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