Alkoxyacetyl (AAc) group as a useful linker for organic synthesis on poly(ethylene glycol) support

Masato Oikawa; Minoru Ikoma; Makoto Sasaki

doi:10.1016/j.tetlet.2004.01.103

Alkoxyacetyl (AAc) group as a useful linker for organic synthesis on poly(ethylene glycol) support

Masato Oikawa, Minoru Ikoma, Makoto Sasaki

LIF - Molecular and Chemical Life Science

Tohoku University

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

12 Citations (Scopus)

Abstract

An alkoxyacetyl group (AAc) group was found to be an efficient linker for high-throughput synthesis of small molecules on a soluble polymer support. The linker allows high-yield loading of alcohols and phenols either by conventional carbodiimide-mediated esterification or transesterification using Yb(OTf) ₃. Chemoselective cleavage to release small molecules is attained also by Yb(OTf)₃ or TMSCHN₂. The preparation, protocols for loading and releasing of small molecules, and an application to the Ugi four-component coupling reaction are reported.

Original language	English
Pages (from-to)	2371-2375
Number of pages	5
Journal	Tetrahedron Letters
Volume	45
Issue number	11
DOIs	https://doi.org/10.1016/j.tetlet.2004.01.103
Publication status	Published - 2004 Feb 8

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abstract = "An alkoxyacetyl group (AAc) group was found to be an efficient linker for high-throughput synthesis of small molecules on a soluble polymer support. The linker allows high-yield loading of alcohols and phenols either by conventional carbodiimide-mediated esterification or transesterification using Yb(OTf) 3. Chemoselective cleavage to release small molecules is attained also by Yb(OTf)3 or TMSCHN2. The preparation, protocols for loading and releasing of small molecules, and an application to the Ugi four-component coupling reaction are reported.",

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AU - Oikawa, Masato

AU - Ikoma, Minoru

AU - Sasaki, Makoto

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Y1 - 2004/2/8

N2 - An alkoxyacetyl group (AAc) group was found to be an efficient linker for high-throughput synthesis of small molecules on a soluble polymer support. The linker allows high-yield loading of alcohols and phenols either by conventional carbodiimide-mediated esterification or transesterification using Yb(OTf) 3. Chemoselective cleavage to release small molecules is attained also by Yb(OTf)3 or TMSCHN2. The preparation, protocols for loading and releasing of small molecules, and an application to the Ugi four-component coupling reaction are reported.

AB - An alkoxyacetyl group (AAc) group was found to be an efficient linker for high-throughput synthesis of small molecules on a soluble polymer support. The linker allows high-yield loading of alcohols and phenols either by conventional carbodiimide-mediated esterification or transesterification using Yb(OTf) 3. Chemoselective cleavage to release small molecules is attained also by Yb(OTf)3 or TMSCHN2. The preparation, protocols for loading and releasing of small molecules, and an application to the Ugi four-component coupling reaction are reported.

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JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 11

ER -

Alkoxyacetyl (AAc) group as a useful linker for organic synthesis on poly(ethylene glycol) support

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