ChemInform Abstract: A Stereospecific Synthesis of 1,2-Disubstituted Homopropargylic Protected Alcohols from Bromoallenols.
โ Scribed by Nicolas Bernard; Fabrice Chemla; Jean F. Normant
- Publisher
- John Wiley and Sons
- Year
- 2010
- Weight
- 28 KB
- Volume
- 30
- Category
- Article
- ISSN
- 0931-7597
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โฆ Synopsis
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).
๐ SIMILAR VOLUMES
Disubstituted homopropargylic alcohols can be prepared inversion through the intermediate formation of a bromoallenol moiety. in a diastereodivergent fashion starting from propargylic epoxides by BF 3 -catalysed direct ring-opening or by double served. Thus disubstituted anti homopropargylic alcohol