Tetrahedron letters

Tellurium in organic synthesis: synthesis of bioactive butenolides

BK Bassora, CE Da Costa, RA Gariani, JV Comasseto…

Index: Bassora, Bruno K.; Da Costa, Carlos E.; Gariani, Rogerio A.; Comasseto, Joao V.; Dos Santos, Alcindo A. Tetrahedron Letters, 2007 , vol. 48, # 8 p. 1485 - 1487

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Citation Number: 31

Abstract

Reduction of (Z)-β-butyltelluro-enones gives the corresponding γ-hydroxy vinylic tellurides with retention of the double bond configuration. Reaction of γ-hydroxy vinylic tellurides with 2equiv of n-butyllithium produces 1, 4-C, O-dianions, which on reaction with carbon dioxide give the corresponding butenolides.

~70%

~52%

(1-Oxidoalkylidene) pentacarbonylchromium anion [R (O-) C: C...

[Hoye, Thomas R.; Rehberg, Gretchen M. Journal of the American Chemical Society, 1990 , vol. 112, # 7 p. 2841 - 2842]

The synthesis of volatile streptomyces lactones

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A total synthesis of (−)-antimycin A 3b

[Tsunoda; Nishii; Yoshizuka; Yamasaki; Suzuki; Ito Tetrahedron Letters, 2000 , vol. 41, # 40 p. 7667 - 7671]

The synthesis of volatile streptomyces lactones

[Kan-Yin, Zhang; Borgerding, Anthony J.; Carlson, Robert M. Tetrahedron Letters, 1988 , vol. 29, # 45 p. 5703 - 5706]