Formal total synthesis of 2-pupukeanone via radical mediated cyclisation of an enyne

Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry

Volumn 38, Issue 7, 1999, Pages 766-770

  Srikrishna, A ^a   Vijaykumar, D ^a   Sharma, G V R ^a  

^a INDIAN INSTITUTE OF SCIENCE   (India)

Author keywords

[No Author keywords available]

Indexed keywords

ORGANIC COMPOUND;

ARTICLE; CHEMICAL ANALYSIS; CHEMICAL REACTION; CYCLIZATION; OXIDATION; REACTION ANALYSIS; REDUCTION; SYNTHESIS;

EID: 0033494167     PISSN: 03764699     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (20)

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4. For the synthesis of 9-isocyanopupukeanane and 9-pupukeanonesee: (a) Corey E J, Behforouz M & Ishiguro M, J Am Chem Soc, 101, 1979, 1608.
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12. For the synthesis of 2-isocyanopupukeanane and 2-pupukeanone see: (a) Corey E J & Ishiguro M, Tetrahedron Lett, 1979, 2745.
13. (b)Frater G & Wenger J, Helv Chim Acta, 67, 1984, 1702.
14. Chang N -C & Chang C -K, J Org Chem, 61, 1996, 4967.
15. Preliminary communication, Srikrishna A, Vijaykumar D & Sharma G V R, Tetrahedron Lett, 38, 1997, 2003.
16. Kaliappan K & Subba Rao G S R, Tetrahedron Lett, 38, 1997, 2185.
17. For syntheses appeared after the publication of our synthesis, see: (a) Kaliappan K and Subba Rao G S R, J Chem Soc, Perkin Trans 1, 1997, 3393.
18. (b) Biju P J & Subba Rao G S R, Tetrahedron Lett, 40, 1999, 181.
19. For synthesis of chiral 2-pupukeanone, see: (c) Srikrishna A & Reddy, T J J Chem Soc, Perkin Trans 1, 1998, 2137.
20. Nunez M T & Martin V S, J Org Chem, 55, 1990, 1928.