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A versatile method for the preparation of allenic alcohols

✍ Scribed by Gary E. Keck; R.R. Webb II

Publisher
Elsevier Science
Year
1982
Tongue
French
Weight
224 KB
Volume
23
Category
Article
ISSN
0040-4039

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✦ Synopsis

Sunnnary: A convenient three step procedure to a variety of allenic alcohols is described, which relies on a highly unusual partitioning between two reaction pathways depending on the mode of addition of a reagent. In connection with synthetic studies in progress in our laboratories, we required an efficient preparation of hydroxymethyl allenes, especially hydroxymethylvinyl allenes. Although numerous preparative routes to allenes have been recorded*, many of these procedures are of limited utility for the synthesis of potentially sensitive vinyl allenes.3 After several fail-

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Nucleophilic substitution of ∝-allenic a
Nucleophilic substitution of ∝-allenic alcohols via the murahashi method: 1,3-dienes synthesis.
✍ Changlie Fan; Bernard Cazes πŸ“‚ Article πŸ“… 1988 πŸ› Elsevier Science 🌐 French βš– 231 KB

Smmary : The alkylaticn of M-allenic alcohols 1 by the Murahashi procedure leads to 1,3-dienes 4 . This process allows the direct nucleophilic substitution of labile or hindered 04 -allenic alcohols by organolithiun reagents. Conjugated dienes are one of the most studied polyunsaturated canpounds b