Simple and Efficient Synthesis of α-Allenic Alcohols and Their Novel Conversion into 1-Aryl-3-formyloxy-1,3-butadienes

Reactions of carbonyl compounds with 3-bromo-1-propyne in the presence of SnCl2·2H2O and LiI·3H2O gave α-allenic alcohols in moderate yields together with small amounts of β-acetylenic alcohols. The α-allenic alcohols can be converted into 1-aryl-3-formyloxy 1,3-butadienes, novel 1,3-butadiene deriv...

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Bibliographic Details
Published inBulletin of the Chemical Society of Japan Vol. 62; no. 10; pp. 3380 - 3382
Main Authors Iyoda, Masahiko, Kanao, Yoshiaki, Nishizaki, Minoru, Oda, Masaji
Format Journal Article
LanguageEnglish
Published Tokyo The Chemical Society of Japan 01.10.1989
Chemical Society of Japan
Subjects
Chemistry
Exact sciences and technology
Organic chemistry
Catalytic reaction
Aliphatic compound
Saturated compound
Bromocarbon
Aldehyde
Condensed benzenic compound
Ketone
Enol ester
Bicyclic compound
Conjugated dienic compound
Lithium Iodides
Benzenic compound
Monocyclic compound
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Summary:Reactions of carbonyl compounds with 3-bromo-1-propyne in the presence of SnCl2·2H2O and LiI·3H2O gave α-allenic alcohols in moderate yields together with small amounts of β-acetylenic alcohols. The α-allenic alcohols can be converted into 1-aryl-3-formyloxy 1,3-butadienes, novel 1,3-butadiene derivatives.
ISSN:0009-2673
1348-0634
DOI:10.1246/bcsj.62.3380