Expedient asymmetric synthesis of a functionalized 5-7-6 fused tricyclic skeleton present in caribenol A through ring opening-ring closing metathesis of a norbornene derivative

作者: Sujit Mondal , Ram N. Yadav , Subrata Ghosh

DOI: 10.1016/J.TETLET.2009.07.012

关键词:

摘要: A concise approach towards the synthesis of highly biologically active terpenoid caribenol is described involving sequential aldol condensation-ring opening-ring closing metathesis a norbornene derivative.

参考文章(24)
H.G. de Graaf, J. Dubbeldam, H. Vermeer, F. Bickelhaupt, 3-Methyl-2-Ethyl-2-Phosphanaphthalene Tetrahedron Letters. ,vol. 14, pp. 2397- 2400 ,(1973) , 10.1016/S0040-4039(01)96229-X
Barry R Bloom, Christopher JL Murray, None, Tuberculosis: commentary on a reemergent killer. Science. ,vol. 257, pp. 1055- 1064 ,(1992) , 10.1126/SCIENCE.257.5073.1055
Amy C. Hart, Andrew J. Phillips, Total synthesis of (+)-cylindramide A. Journal of the American Chemical Society. ,vol. 128, pp. 1094- 1095 ,(2006) , 10.1021/JA057899A
Matthias F. Schneider, Norbert Lucas, Janna Velder, Siegfried Blechert, Selective Ring-Opening Olefin Metathesis of Functionalized Monosubstituted Olefins Angewandte Chemie International Edition in English. ,vol. 36, pp. 257- 259 ,(1997) , 10.1002/ANIE.199702571
Hisahiro Hagiwara, Tomoko Katsumi, Satoru Endou, Takashi Hoshi, Toshio Suzuki, Domino ring opening–ring closing metathesis (ROM–RCM) strategy toward bicyclo[n.3.0]cycloalkenes Tetrahedron. ,vol. 58, pp. 6651- 6654 ,(2002) , 10.1016/S0040-4020(02)00690-7
Nicole Holub, Siegfried Blechert, Ring-rearrangement metathesis. Chemistry-an Asian Journal. ,vol. 2, pp. 1064- 1082 ,(2007) , 10.1002/ASIA.200700072