Studies towards total synthesis of antillatoxin: Synthesis of C1-C11 fragment

Teck Peng Loh; Guo Qiang Cao; Jian Pei

doi:10.1016/S0040-4039(97)10827-9

Studies towards total synthesis of antillatoxin: Synthesis of C1-C11 fragment

Teck Peng Loh, Guo Qiang Cao, Jian Pei

National University of Singapore

科研成果: 期刊稿件 › 文章 › 同行评审

42 引用（Scopus）

摘要

Synthesis of the key intermediate (5) of Antillatoxin (1) is presented. The synthesis is based on the indium-mediated allylation of 2,4,6,6-tetramethyl-2,4-heptadienal (3) and methyl (Z)-2-(bromomethyl)-2-butenoate (4) in saturated ammonium chloride catalyzed by lanthanide triflate which afforded the corresponding product 2 in good yield and high syn selectivity.

源语言	英语
页（从-至）	1457-1460
页数	4
期刊	Tetrahedron Letters
卷	39
期	11
DOI	https://doi.org/10.1016/S0040-4039(97)10827-9
出版状态	已出版 - 12 3月 1998
已对外发布	是

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abstract = "Synthesis of the key intermediate (5) of Antillatoxin (1) is presented. The synthesis is based on the indium-mediated allylation of 2,4,6,6-tetramethyl-2,4-heptadienal (3) and methyl (Z)-2-(bromomethyl)-2-butenoate (4) in saturated ammonium chloride catalyzed by lanthanide triflate which afforded the corresponding product 2 in good yield and high syn selectivity.",

author = "Loh, {Teck Peng} and Cao, {Guo Qiang} and Jian Pei",

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AU - Loh, Teck Peng

AU - Cao, Guo Qiang

AU - Pei, Jian

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N2 - Synthesis of the key intermediate (5) of Antillatoxin (1) is presented. The synthesis is based on the indium-mediated allylation of 2,4,6,6-tetramethyl-2,4-heptadienal (3) and methyl (Z)-2-(bromomethyl)-2-butenoate (4) in saturated ammonium chloride catalyzed by lanthanide triflate which afforded the corresponding product 2 in good yield and high syn selectivity.

AB - Synthesis of the key intermediate (5) of Antillatoxin (1) is presented. The synthesis is based on the indium-mediated allylation of 2,4,6,6-tetramethyl-2,4-heptadienal (3) and methyl (Z)-2-(bromomethyl)-2-butenoate (4) in saturated ammonium chloride catalyzed by lanthanide triflate which afforded the corresponding product 2 in good yield and high syn selectivity.

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ER -

Studies towards total synthesis of antillatoxin: Synthesis of C1-C11 fragment

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