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Wu Hua 2012.12.8

Total Synthesis of Hirsutellone B and Enantioselective Synthesis of (-)-Acetylaranotin. Wu Hua 2012.12.8. Hirsutellones A–E. Masahiko Isaka. Tetrahedron , 2005 , 61 , 5577–5583. a. Isolated from the insect pathogenic fungus Hirsutella nivea BCC 2594.

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Wu Hua 2012.12.8

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  1. Total Synthesis of Hirsutellone B and Enantioselective Synthesis of (-)-Acetylaranotin Wu Hua 2012.12.8

  2. Hirsutellones A–E Masahiko Isaka. Tetrahedron, 2005, 61, 5577–5583 a. Isolated from the insect pathogenic fungus Hirsutella nivea BCC 2594. b. Structural features: a highly strained 12- or 13-membered ring containing a g-lactam or succinimide, a para-substituted phenyl ether, and a tricyclic polyketide moieties.

  3. K. C. Nicolaou. Angew. Chem. Int. Ed. 2009, 48, 6870-6874.

  4. Asymmetric Organocatalytic Epoxidation of a, b-Aldehydes with Hydrogen Peroxide K. A. Jørgensen. J. Am. Chem. Soc. 2005, 127, 6964-6965

  5. Copper-Mediated Cross-Coupling of Organostannanes with Organic Iodides at or below Room Temperature L. S. Liebeskind. J. Am. Chem. Soc. 1996, 118, 2748-2749

  6. CAN: Ce(NH4)2(NO3)6

  7. Mechanism

  8. AD-mix-b

  9. Ramberg-Bäcklund Reaction T. L. Chan. J. Chem. Soc. Chem. Commum. 1994. 1771-1772

  10. Barton Deoxygenation Reaction D. H. R. Barton. J. Chem. Soc., Perkin. Trans. 1. 1975, 16, 1574-1585

  11. Enantioselective Total Synthesis of (-)-Acetylaranotin [医]乙酰珠囊壳素 S. E. Reisman.J. Am. Chem. Soc. 2012, 134, 1930–1933

  12. H. Y. Kim, H. J. Shih, W. E. Knabe, K. Oh. Angew. Chem., Int. Ed. 2009, 48, 7420.

  13. Rhodium-Catalyzed Cycloisomerization: Formation of Indoles, Benzofurans, and Enol Lactones B. M. Trost. Angew. Chemie. Int. Ed. 2007, 46, 2074-2077

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