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Recent progress in the Total Synthesis of typical lignans

Recent progress in the Total Synthesis of typical lignans. Pusheng Wang 2012-11-10. Ligin ( 木质素 ) and Lignan ( 木 酯 素 ) . 木质素( Ligin )是 由四种醇单体(对香豆醇、松柏醇、 5- 羟基松柏醇、芥子醇)形成的一种复杂酚类 聚合物。. 木脂素( Lignan )是一类由两分子苯丙素衍生物(即 C6-C3 单体)聚合而成的天然化合物,多数呈游离状态,少数与糖结合成苷而存在于植物的木部和树脂中,故而得名。通常所指其二聚体,少数可见三聚体、四聚体。.

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Recent progress in the Total Synthesis of typical lignans

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  1. Recent progress in the Total Synthesis of typical lignans Pusheng Wang 2012-11-10

  2. Ligin (木质素) and Lignan(木酯素) 木质素(Ligin)是由四种醇单体(对香豆醇、松柏醇、5-羟基松柏醇、芥子醇)形成的一种复杂酚类聚合物。 木脂素(Lignan)是一类由两分子苯丙素衍生物(即C6-C3单体)聚合而成的天然化合物,多数呈游离状态,少数与糖结合成苷而存在于植物的木部和树脂中,故而得名。通常所指其二聚体,少数可见三聚体、四聚体。

  3. Total synthesis of typical ligans in recent years

  4. Part A | (-)-Podophyllotoxin and (-)-Picropodophyllin David B. Berkowitz, J. Org. Chem. 2000, 65, 847-860

  5. Part A | (−)-Sacidumlignans B and D C. V. Ramana, J. Org. Chem. 2012, 77, 1566-1571

  6. Part B | (-)-talaumidin YoshiyasuFukuyama, Tetrahedron Lett. 2006, 47, 3979-3983

  7. Part B | (+)-Chicanine YoshiyasuFukuyama, Tetrahedron Lett. 2011, 52, 3005-3008

  8. Examination of the Mitsunobuetherification

  9. Part B | (+)-veraguensin SubrataGhosh, Tetrahedron Lett. 2010, 51, 6924-6927

  10. Part B | (+)-virgatusin Jeffrey S. Johnson, Chem. Commun. 2009, 5135-5137

  11. Part B | (+)-Magnolone Ganesh Pandey, Tetrahedron Lett. 2010, 51, 2975-2978

  12. Part B | (+)-wikstromol Michael Sefkow, Tetrahedron: Asymmetry 2001, 12, 987-989

  13. Part C | (+/-)-Paulownin Steven R. Angle, J. Org. Chem. 2008, 73, 6268-6278

  14. Part C | (-)-Wodeshiol OeeSook Park, J. Chem. Sci. 2011, 123, 327-330

  15. Part D | Carpanone Craig W. Lindsley, Org. Lett. 2008, 10, 4097-4100

  16. Part E | Dibenzocyclooctadiene Robert S. Coleman,J. Org. Chem. 2005, 70, 8932-8941

  17. Part E | Eupomatilones Robert S. Coleman, Org. Lett. 2002, 6, 4025-4028 J. Org. Chem. 2007, 72, 8724-8736

  18. Part E | Eupomatilones Robert S. Coleman,Org. Lett. 2002, 6, 4025-4028

  19. Part E | Eupomatilones Robert S. Coleman,J. Org. Chem. 2007, 72, 8724-8736

  20. Part E | (-)-Steganone Gary A. Molander,J. Am. Chem. Soc. 2000, 122, 52-57

  21. Summary Main source of chirality:

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