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A stereospecific synthesis of bromoallenols from propargylic epoxides

โœ Scribed by Nicolas Bernard; Fabrice Chemla; Jean F. Normant

Publisher
Elsevier Science
Year
1998
Tongue
French
Weight
166 KB
Volume
39
Category
Article
ISSN
0040-4039

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Bromoallenols derived from propargylic epoxides are transformed in two steps and in a stereospecific fashion into 1,2-disubstituted homopropargylic protected alcohols with Grignard reagents with or without copper salts.

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A Stereospecific Synthesis of 1,2-Disubstituted Homopropargylic Protected Alcohols from Bromoallenols. -Bromoallenols [cf. (I)] or the related ethers [cf. (V)] undergo a stereospecific reaction with organocopper or Grignard reagents providing 1,2-disubstituted derivatives (III) and (VII).