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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 29, 1999 - Issue 3
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Original Articles

The Synthesis of (±)-Patulolide C and its Epimer Via Dodec-3-En-11-Olide

Leena Kaisalo Department of Chemistry, Laboratory of Organic Chemistry, University of Helsinki, P. O. Box 55, FIN-00014, University of Helsinki, Finland
,
Jorma Koskimies Department of Chemistry, Laboratory of Organic Chemistry, University of Helsinki, P. O. Box 55, FIN-00014, University of Helsinki, Finland
&
Tapio Hase Department of Chemistry, Laboratory of Organic Chemistry, University of Helsinki, P. O. Box 55, FIN-00014, University of Helsinki, Finland
Pages 399-407 | Received 06 Jul 1998, Published online: 17 Sep 2007

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Suresh Babu Kokkiligadda, Sivanadh Musunuri, Tasqeeruddin Syed, Bhimcharan Maiti & Basaveswara Rao Mandava Venkata. (2023) An alternate synthesis of sporiolide B from (R)-glyceraldehyde. Synthetic Communications 53:16, pages 1333-1338.
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Sridhar Musulla, Y Bharathi Kumari, Mahesh Madala, A Srinivasa Rao & Venkata Naresh Vema. (2020) Alternative total synthesis of dendrodolide-L. Natural Product Research 34:21, pages 3089-3093.
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Bommareddy Pratapareddy, Reddymasu Sreenivasulu, Mandava Venkata Basaveswara Rao & Rudraraju Ramesh Raju. (2020) Stereoselective total synthesis of Patulolide C. Natural Product Research 34:19, pages 2760-2764.
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Articles from other publishers (16)

Rajashekar Reddy Nimmareddy, Himabindu Gandham, Janardana Reddi Desireddi, Satheesh Kumar Dende, Thirupathi Rapolu, Kiran Kumar Murahari & Krishnakanth Reddy Leleti. (2023) Total synthesis of the proposed structure of Pandangolide 1. Chemical Data Collections 44, pages 101000.
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Rajender DatrikaSrinivasa Reddy Kallam, Vikas Gajare, Sandip Khobare, Veera Swamy Rama, Muralikrishna Kommi, Rama Mohan Hindupur, Siddaiah VidavulurPratap V. Tadikonda. (2017) Synthesis of (+)‐Patulolide C Using R ‐(+)‐γ‐Valerolactone as a Chiral Synthon. . ChemistrySelect 2:21, pages 5828-5831.
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Venkata Reddy Regalla, RamaKrishnam Raju Addada, Venkat Swami Puli, Abhishek S. Saxena & Anindita Chatterjee. (2017) A short and concise route to total synthesis of Dendrodolide L. Tetrahedron Letters 58:24, pages 2344-2346.
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Debendra K. Mohapatra, D. Prabhakar Reddy, Srinivas Gajula, Karthik Pulluri & J. S. Yadav. (2015) A Unified Synthetic Strategy for Dendrodolides E, F, G, I, J, and L. Asian Journal of Organic Chemistry 4:5, pages 452-461.
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Roberto M. Risi, Andrew M. Maza & Steven D. Burke. (2014) Asymmetric Hydroformylation-Initiated Tandem Sequences for Syntheses of (+)-Patulolide C, (−)-Pyrenophorol, (+)-Decarestrictine L, and (+)-Prelog Djerassi Lactone. The Journal of Organic Chemistry 80:1, pages 204-216.
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Peng Sun, Dong-Xiao Xu, Attila Mándi, Tibor Kurtán, Tie-Jun Li, Barbara Schulz & Wen Zhang. (2013) Structure, Absolute Configuration, and Conformational Study of 12-Membered Macrolides from the Fungus Dendrodochium sp. Associated with the Sea Cucumber Holothuria nobilis Selenka. The Journal of Organic Chemistry 78:14, pages 7030-7047.
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A. Parenty, X. Moreau, Gilles Niel & J.-M. Campagne. (2013) Update 1 of: Macrolactonizations in the Total Synthesis of Natural Products. Chemical Reviews 113:1, pages PR1-PR40.
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Roberto M. Risi & Steven D. Burke. (2012) Synthesis of (+)-Patulolide C via an Asymmetric Hydroformylation/Macrocyclization Cascade. Organic Letters 14:4, pages 1180-1182.
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E. Kate Hoegenauer & Eric J. Thomas. (2012) An approach to aliphatic 1,8-stereocontrol: diastereoselective syntheses of (±)-patulolide C and (±)-epipatulolide C. Organic & Biomolecular Chemistry 10:34, pages 6995.
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Gowravaram Sabitha, G. Chandrashekhar, K. Yadagiri & J.S. Yadav. (2010) Enantioselective synthesis of (+)-patulolide C via proline-catalyzed sequential α-aminooxylation and Horner–Wadsworth–Emmons olefination. Tetrahedron Letters 51:29, pages 3824-3826.
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Tapas Das, Nandan Jana & Samik Nanda. (2010) Asymmetric synthesis of (+)-chloriolide. Tetrahedron Letters 51:19, pages 2644-2647.
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Junzo Otera & Joji Nishikido. 2009. Esterification. Esterification 325 361 .
K. C. Kumara Swamy, N. N. Bhuvan Kumar, E. Balaraman & K. V. P. Pavan Kumar. (2009) Mitsunobu and Related Reactions: Advances and Applications. Chemical Reviews 109:6, pages 2551-2651.
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Kagita Veera Babu & Gangavaram V.M. Sharma. (2008) Total synthesis of patulolide C and 11-epipatulolide C. Tetrahedron: Asymmetry 19:5, pages 577-583.
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A. Parenty, X. Moreau & J.-M. Campagne. (2006) Macrolactonizations in the Total Synthesis of Natural Products. Chemical Reviews 106:3, pages 911-939.
Crossref
Leena Kaisalo, Jorma Koskimies & Tapio Hase. (2010) ChemInform Abstract: The Synthesis of (.+‐.)‐Patulolide C and Its Epimer via Dodec‐3‐en‐11‐olide.. ChemInform 30:22.
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