Progress towards the total synthesis of tedanolide: An efficient assembly of the C1-C11 subunit

Teck Peng Loh; Li Chun Feng

doi:10.1016/S0040-4039(01)01169-8

Progress towards the total synthesis of tedanolide: An efficient assembly of the C₁-C₁₁ subunit

Teck Peng Loh, Li Chun Feng

National University of Singapore

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33 引用（Scopus）

摘要

The C₁-C₁₁ subunit of tedanolide was constructed using a boron-mediated syn aldol reaction as the key step to control the C₆ and C₇ stereocenters. Other features of this work include the asymmetric Sharpless dihydroxylation to incorporate the C₂, C₃ hydroxyl groups, selective protection of the hydroxyl group at C₂ as well as the usage of a tert-butyl ester to tolerate the attack of Grignard and enolate reagents.

源语言	英语
页（从-至）	6001-6005
页数	5
期刊	Tetrahedron Letters
卷	42
期	34
DOI	https://doi.org/10.1016/S0040-4039(01)01169-8
出版状态	已出版 - 20 8月 2001
已对外发布	是

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abstract = "The C1-C11 subunit of tedanolide was constructed using a boron-mediated syn aldol reaction as the key step to control the C6 and C7 stereocenters. Other features of this work include the asymmetric Sharpless dihydroxylation to incorporate the C2, C3 hydroxyl groups, selective protection of the hydroxyl group at C2 as well as the usage of a tert-butyl ester to tolerate the attack of Grignard and enolate reagents.",

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AB - The C1-C11 subunit of tedanolide was constructed using a boron-mediated syn aldol reaction as the key step to control the C6 and C7 stereocenters. Other features of this work include the asymmetric Sharpless dihydroxylation to incorporate the C2, C3 hydroxyl groups, selective protection of the hydroxyl group at C2 as well as the usage of a tert-butyl ester to tolerate the attack of Grignard and enolate reagents.

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Progress towards the total synthesis of tedanolide: An efficient assembly of the C1-C11 subunit

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Progress towards the total synthesis of tedanolide: An efficient assembly of the C₁-C₁₁ subunit