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Further studies on chromium(II)-mediated homoallylic alcohol syntheses

โœ Scribed by Michael D. Lewis; Yoshito Kishi

Book ID
104220836
Publisher
Elsevier Science
Year
1982
Tongue
French
Weight
230 KB
Volume
23
Category
Article
ISSN
0040-4039

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โœฆ Synopsis

The stereochemical outcome of chromium(II)-mediated syntheses of homoallylic alcohols has been examined on 11 aldehydes, 3a -13a.

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Investigations in these laboratories have resulted in the successful syntheses of chiral building blocks found in a variety of polyether, macrolide, and ansamycin antibiotics. 1 There exists an ongoing need for new methods for the production of such building blocks with further improved flexibility and efficiency.

Recently there has been interest in chromium(II)-mediated

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Chromium(II) mediated threo selective sy
Chromium(II) mediated threo selective synthesis of homoallyl alcohols
โœ Tamejiro Hiyama; Keizo Kimura; Hitosi Nozaki ๐Ÿ“‚ Article ๐Ÿ“… 1981 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 261 KB

Remarkable threo selectivity is observed in the reaction of aldehydes with tm-and c&s-1-bromo-2-butene with the aid of chromium(H) salts. Solvent effect as well as the synthetic application is discussed. How to attain acyclic stereoselection is of great importance in modern synthetic methodologies.