Tetrahedron letters

Formal total synthesis of shikonin via Dötz benzannulation

SR Pulley, B Czakó

Index: Pulley, Shon R.; Czako, Barbara Tetrahedron Letters, 2004 , vol. 45, # 28 p. 5511 - 5514

Full Text: HTML

Citation Number: 24

Abstract

The Dötz benzannulation reaction provides mild conditions for the construction of highly functionalized aromatic compounds. We have utilized this method for the formal total synthesis of shikonin. The key step in our approach is the application of the Dötz benzannulation reaction between Fischer a chromium carbene complex and an optically active alkyne for the construction of the aromatic skeleton. This is followed by protecting ...

Related Articles:

Efficient synthesis of 5-nitro-benzo [b] furans via 2-bromo-4-nitro-phenyl acetates

[Bochicchio, Antonella; Chiummiento, Lucia; Funicello, Maria; Lopardo, Maria Teresa; Lupattelli, Paolo Tetrahedron Letters, 2010 , vol. 51, # 21 p. 2824 - 2827]

Reaction of 5-substituted 2-methoxy-1, 4-quinones with boron tribromide

[Garst, Michael E.; Frazier, Janice D. Journal of Organic Chemistry, 1987 , vol. 52, # 3 p. 446 - 448]

More Articles...