Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...
Patent
1995-11-01
1998-07-07
Peselev, Elli
Organic compounds -- part of the class 532-570 series
Organic compounds
Heterocyclic carbon compounds containing a hetero ring...
549432, 549434, 549439, C07D30700, C07D31700, C07D32302
Patent
active
057771375
ABSTRACT:
Disclosed are novel pancratistatins and methods for their total asymmetric synthesis. In particular embodiments, processes for the total asymmetric synthesis of (+)-pancratistatin, (-)-pancratistatin, (+)-7-deoxypancratistatin, (-)-7-deoxypancratistatin, truncated pancratistatins, and related derivatives are provided.
REFERENCES:
Hudlicky et al., "Toluene Dioxygenase-Mediated Cis-Dihydroxylation of Aromatics in Enantiodelective Synthesis. Asymmetric Total Synthesis of Pancratistatin and 7-Deoxypancratistatin, Promising Antitumor Agents", J. Am. Chem. Soc., 118:10752-10765, 1996.
Tian et al., "Asymmetric Total Synthesis of (+)-7-Deoxypancratistatin", Synlett, 1125-1126, Nov., 1995.
Angle, Steven R. and Louie, Michael S., "Quinone Methide Initiated Cyclization Reactions: Studies Toward The Synthesis of (+)-Pancratistatin", Tetrahedron Letters, 34:30(4751-4754, 1993.
Banwell et al., "Lycoricidine and Pancratistatin Analogues from Cyclopentadiene", J. Chem. Soc. Perkin Trans., 3515-3518, 1994.
Danishefsky, Samuel and Lee, Joung Yon, "Total Synthesis of (.+-.)-Pancratistatin", J. Am. Chem. Soc., 111:4829-4837, 1989.
Doyle et al., "A Novel Case of Cationic Rearrangement Involving a Phenonium Ion", Tetrahedron Letters, 35(45):8295-8298, 1994.
Fioravanti et al., "A Facile Aziridination of Allylic and Homoallylic Cyclic Acetals", Tetrahedron Letters34(27):4353-4354, 1993.
Gabrielsen et al., "antiviral (RNA) Activity of Selected Amaryllidaceae Isoquinoline Constituents and Synthesis of Related Substances", Journal of Natural Products, 55(11):1569-1581, Nov. 1992.
Hudlicky et al., "A Model Study Directed Towards a Practical Enantioselective Total Synthesis of ( -)-Morphine", Synthesis, pp. 174-178, Jan./Feb. 1992.
Keck et al., Abstract #478, Anaheim Book of Abstracts, 209th ACS National Meeting, Apr. 2-6, 1995.
Khaldi et al., "A Short Route to Enantiomerically Pure Narciclasine Derivatives", Tetrahedron Letters, 36(17):3003-3006, 1995.
Lopes et al., "Synthesis of Pancratistatin Models", Tetrahedron Letters, 33(45):6775-6778, 1992. Compounds", Tetrahedron Letters, 33(25):3583-3586, 1992.
Ohta & Kimoto, "Synthetic Studies on Lycoricidine and Related Compounds", Chem. Pharm. Bull., 24(12):2977-2984, 1976.
Ohta & Kimoto, "Total Synthesis of ( .+-.)-Lycoricidine", Tetrahedron Letters, 27:2279-2282, 1975.
Park & Danishefsky, "A Concise Route to Enantiomerically Pure 2-Arylcyclohexenones of Relevance to the Pancratistatin Problem", Tetrahedron Letters, 36(2):195-196, 1995.
Paulsen & Stubbe, "Chirale Synthese Von ( +)-Lycoricidin", Tetrahedron Letters, 23(31):3171-3174, 1982.
Paulsen & Stubbe, "Synthese Von Enantionmerenreinem (+)-Lycoricidin Aus D-Glucose", Liebigs Ann. Chem., 535-556, 1983.
Pettit et al., "Antineoplastic Agents, 105. Zephyranthes Grandiflora", Journal of Natural Products, 47(6):1018-1020, Nov.-Dec. 1984.
Pettit et al., "Antineoplastic Agents, 120. Pancratium Littorali", Journal of Natural products, 49(6):995-1002, Nov.-Dec. 1986.
Pettit et al., "Antineoplastic Agents, 162. Zephyranthes Candida", Journal of Natural Products, 53(1):176-178, Jan.-Feb. 1990.
Thompson & Kallmerten, "an Annulative, Carbohydrate-Based Approach to Pancratistatin and Structurally Related Phenanthridone Alkaloids. Synthesis of (+)-Tetrabenzyllycoricidine", Journal of Organic Chemistry, 55:6076-6078, 1990.
Tian et al., "First Enantioselective Total Synthesis of (+)-Pancratistatin: An Unusal Set of Problems", J. Am. Chem. Co., 117:3643-3644, 1995.
Trost & Pulley, "Asymmetric Total Synthesis of (+)-Pancratistatin", J. Am. Chem. Soc., 117:10143-10144, 1995.
Hudkicky Tomas
Konigsberger Kurt
Maurya Rakesh
McLamore Sherita D.
Peselev Elli
University of Florida
LandOfFree
Pancratistatins and processes for their production does not yet have a rating. At this time, there are no reviews or comments for this patent.
If you have personal experience with Pancratistatins and processes for their production, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Pancratistatins and processes for their production will most certainly appreciate the feedback.
Profile ID: LFUS-PAI-O-1207517