Indium-mediated allylation of carbonyl compounds with an allylic bromide in aqueous media: Anomalous syn-diastereoselectivity regardless of allylic bromide geometry

Teck Peng Loh; Zheng Yin; Hong Yan Song; Kee Leng Tan

doi:10.1016/S0040-4039(02)02773-9

Indium-mediated allylation of carbonyl compounds with an allylic bromide in aqueous media: Anomalous syn-diastereoselectivity regardless of allylic bromide geometry

Teck Peng Loh, Zheng Yin, Hong Yan Song, Kee Leng Tan

科研成果: 期刊稿件 › 文章 › 同行评审

36 引用（Scopus）

摘要

Anomalous syn-diastereoselectivity of indium-mediated coupling of aldehydes with bromides Z-3b and E-3b is reported. The reaction afforded high syn selectivity regardless of the allylic bromide geometry. Preliminary studies on the enantioselective indium-mediated allylation were attempted and found to give the desired products in moderate yield with high syn selectivity and enantioselectivity.

源语言	英语
页（从-至）	911-914
页数	4
期刊	Tetrahedron Letters
卷	44
期	5
DOI	https://doi.org/10.1016/S0040-4039(02)02773-9
出版状态	已出版 - 27 1月 2003
已对外发布	是

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abstract = "Anomalous syn-diastereoselectivity of indium-mediated coupling of aldehydes with bromides Z-3b and E-3b is reported. The reaction afforded high syn selectivity regardless of the allylic bromide geometry. Preliminary studies on the enantioselective indium-mediated allylation were attempted and found to give the desired products in moderate yield with high syn selectivity and enantioselectivity.",

author = "Loh, {Teck Peng} and Zheng Yin and Song, {Hong Yan} and Tan, {Kee Leng}",

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T1 - Indium-mediated allylation of carbonyl compounds with an allylic bromide in aqueous media

T2 - Anomalous syn-diastereoselectivity regardless of allylic bromide geometry

AU - Loh, Teck Peng

AU - Yin, Zheng

AU - Song, Hong Yan

AU - Tan, Kee Leng

PY - 2003/1/27

Y1 - 2003/1/27

N2 - Anomalous syn-diastereoselectivity of indium-mediated coupling of aldehydes with bromides Z-3b and E-3b is reported. The reaction afforded high syn selectivity regardless of the allylic bromide geometry. Preliminary studies on the enantioselective indium-mediated allylation were attempted and found to give the desired products in moderate yield with high syn selectivity and enantioselectivity.

AB - Anomalous syn-diastereoselectivity of indium-mediated coupling of aldehydes with bromides Z-3b and E-3b is reported. The reaction afforded high syn selectivity regardless of the allylic bromide geometry. Preliminary studies on the enantioselective indium-mediated allylation were attempted and found to give the desired products in moderate yield with high syn selectivity and enantioselectivity.

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U2 - 10.1016/S0040-4039(02)02773-9

DO - 10.1016/S0040-4039(02)02773-9

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JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 5

ER -

Indium-mediated allylation of carbonyl compounds with an allylic bromide in aqueous media: Anomalous syn-diastereoselectivity regardless of allylic bromide geometry

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