Solid-Phase Synthesis of Structurally Diverse 1,4-Benzodiazepine Derivatives Using the Stille Coupling Reaction

1995 ◽  
Vol 117 (11) ◽  
pp. 3306-3307 ◽  
Author(s):  
Matthew J. Plunkett ◽  
Jonathan A. Ellman
Keyword(s):  
Solid Phase Synthesis ◽  
Solid Phase ◽  
Coupling Reaction ◽  
Stille Coupling ◽  
Phase Synthesis ◽  
Benzodiazepine Derivatives ◽  
Stille Coupling Reaction

3-(Tributylstannyl)allyl Alcohols: Useful Building Blocks for Solid-Phase Synthesis of Skipped Dienes and Trienes

2000 ◽  
Vol 65 (3) ◽  
pp. 434-454 ◽  
Author(s):  
Miroslav Havránek ◽  
Dalimil Dvořák
Keyword(s):  
Solid Phase Synthesis ◽  
Solid Phase ◽  
Building Blocks ◽  
Solid Support ◽  
Stille Coupling ◽  
Phase Synthesis ◽  
Negative Results ◽  
Allyl Alcohols

Repeated Stille coupling of 3-substituted 3-(tributylstannyl)allyl alcohols 2 on a solid support was used to synthesize a 21 × 21 library of skipped dienes and a 21 × 21 × 21 library of skipped trienes. Starting 3-(tributylstannyl)allyl alcohols were prepared by Pd-catalyzed hydrostannation of substituted prop-2-yn-1-ols, by hydroalumination by LiAlH4 followed with transmetallation to tin using tributyltin methoxide, or by substitution of chlorine in (Z)-6-chloro-3-(tributylstannyl)hex-2-en-1-ol with appropriate nucleophile. Synthesized libraries were tested for the activity to endorphin receptors, but with negative results.

Solid-Phase Synthesis of Benzodiazepine Derivatives

Synfacts ◽  
2008 ◽  
Vol 2008 (11) ◽  
pp. 1237-1237
Author(s):  
M.-K. Jeon ◽  
J.-J. Kwon ◽  
M.-S. Kim ◽  
Y.-D. Gong
Keyword(s):  
Solid Phase Synthesis ◽  
Solid Phase ◽  
Phase Synthesis ◽  
Benzodiazepine Derivatives
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