Synthetic studies on amphidinolides C and F: synthesis of the C18-C29 segment of amphidinolide F

Alan Armstrong; Constantina Pyrkotis

doi:10.1016/j.tetlet.2009.02.093

Synthetic studies on amphidinolides C and F: synthesis of the C18-C29 segment of amphidinolide F

Alan Armstrong
, Constantina Pyrkotis

School of Life and Health Sciences

Imperial College London

Research output: Contribution to journal › Article › peer-review

Abstract

The C18-C29 segment of amphidinolide F is synthesised in 12 steps from 1,4-butanediol. Key steps include a mono-Sharpless dihydroxylation of a dienoate, iodocyclisation to construct the trans-THF ring and an E-selective Wittig reaction to introduce the C25-C26 olefin.

Original language	English
Pages (from-to)	3325-3328
Number of pages	4
Journal	Tetrahedron Letters
Volume	50
Issue number	26
DOIs	https://doi.org/10.1016/j.tetlet.2009.02.093
Publication status	Published - 1 Jul 2009

Keywords

Cyclisations
Dihydroxylations
Iodine
Natural products
Wittig reactions

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10.1016/j.tetlet.2009.02.093

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abstract = "The C18-C29 segment of amphidinolide F is synthesised in 12 steps from 1,4-butanediol. Key steps include a mono-Sharpless dihydroxylation of a dienoate, iodocyclisation to construct the trans-THF ring and an E-selective Wittig reaction to introduce the C25-C26 olefin.",

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AB - The C18-C29 segment of amphidinolide F is synthesised in 12 steps from 1,4-butanediol. Key steps include a mono-Sharpless dihydroxylation of a dienoate, iodocyclisation to construct the trans-THF ring and an E-selective Wittig reaction to introduce the C25-C26 olefin.

KW - Cyclisations

KW - Dihydroxylations

KW - Iodine

KW - Natural products

KW - Wittig reactions

UR - https://www.scopus.com/pages/publications/65549128292

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M3 - Article

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JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 26

ER -

Synthetic studies on amphidinolides C and F: synthesis of the C18-C29 segment of amphidinolide F

Abstract

Keywords

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