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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Published in | Bulletin of the Chemical Society of Japan Vol. 62; no. 10; pp. 3380 - 3382 |
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Main Authors | , , , |
Format | Journal Article |
Language | English |
Published |
Tokyo
The Chemical Society of Japan
01.10.1989
Chemical Society of Japan |
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Abstract | 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. |
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AbstractList | Abstract
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. 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. |
Author | Kanao, Yoshiaki Iyoda, Masahiko Nishizaki, Minoru Oda, Masaji |
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Cites_doi | 10.1021/ja01304a057 10.1021/ja00233a028 10.3891/acta.chem.scand.26-2540 10.1021/ja00283a038 10.1016/S0040-4020(01)92452-4 10.1016/S0040-4020(01)91289-X |
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Keywords | 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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Snippet | 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... Abstract 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... |
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Title | Simple and Efficient Synthesis of α-Allenic Alcohols and Their Novel Conversion into 1-Aryl-3-formyloxy-1,3-butadienes |
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