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Cathodic coupling of ketones with trimethylsilyl substituted allyl alcohols

โœ Scribed by Shigenori Kashimura; Manabu Ishifune; Yoshihiro Murai; Tatsuya Shono

Book ID
104255746
Publisher
Elsevier Science
Year
1996
Tongue
French
Weight
225 KB
Volume
37
Category
Article
ISSN
0040-4039

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โœฆ Synopsis

Cathodic coupling of ketones with 3-(trimethylsilyl)allyl alcohols has been found to give trimethylsilyl substituted 1,3-diols with high diastereoselectivity, whereas that with 2-(trimethylsilyl)allyl alcohols afforded homoallylic alcohols through the Peterson elimination of intermediately formed trimethylsilyl substituted 1,4-diols.

๐Ÿ“œ SIMILAR VOLUMES

Allylic substitution/rearrangement of ca
Allylic substitution/rearrangement of cannabinoids with trimethylsilyl bromide
โœ Herbert H. Seltzman; M.Anthony Moody; Mosammat K. Begum ๐Ÿ“‚ Article ๐Ÿ“… 1992 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 183 KB

## Trimethylsilyl bromide (TMSBr) in the presence of catalytic ZnZ2 induces facile substitution of allylic acetates to the bromides with or without rearrangement as governed by product stability. This was applied to the preparation of a key intermediate employed in the synthesis of important cannabi