A practical and scalable process to selectively monofunctionalize water-soluble α,ω-diols

Quanxuan Zhang; Hong Ren; Gregory L. Baker

doi:10.1016/j.tetlet.2014.04.066

A practical and scalable process to selectively monofunctionalize water-soluble α,ω-diols

Quanxuan Zhang, Hong Ren, Gregory L. Baker

Chemistry (Twin Cities)

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

12 Scopus citations

Abstract

A practical protocol for rapid and scalable synthesis of monofunctionalized α,ω-diols using a simple and inexpensive THP ether protection/deprotection strategy was described. Use of inexpensive DHP source and ease to remove excess water-soluble α,ω-diols and THP ether after deprotection render the process scale-friendly without need of column chromatographic separation. The application of present method was also illustrated in the preparation of heterobifunctional diols and well-defined extended oligo(ethylene glycol).

Original language	English (US)
Pages (from-to)	3384-3386
Number of pages	3
Journal	Tetrahedron Letters
Volume	55
Issue number	22
DOIs	https://doi.org/10.1016/j.tetlet.2014.04.066
State	Published - May 28 2014

Keywords

Monofunctionalization
Scalable
THP ether protection and deprotection
Water-soluble α,ω-diols

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10.1016/j.tetlet.2014.04.066

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AU - Ren, Hong

AU - Baker, Gregory L.

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N2 - A practical protocol for rapid and scalable synthesis of monofunctionalized α,ω-diols using a simple and inexpensive THP ether protection/deprotection strategy was described. Use of inexpensive DHP source and ease to remove excess water-soluble α,ω-diols and THP ether after deprotection render the process scale-friendly without need of column chromatographic separation. The application of present method was also illustrated in the preparation of heterobifunctional diols and well-defined extended oligo(ethylene glycol).

AB - A practical protocol for rapid and scalable synthesis of monofunctionalized α,ω-diols using a simple and inexpensive THP ether protection/deprotection strategy was described. Use of inexpensive DHP source and ease to remove excess water-soluble α,ω-diols and THP ether after deprotection render the process scale-friendly without need of column chromatographic separation. The application of present method was also illustrated in the preparation of heterobifunctional diols and well-defined extended oligo(ethylene glycol).

KW - Monofunctionalization

KW - Scalable

KW - THP ether protection and deprotection

KW - Water-soluble α,ω-diols

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M3 - Article

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ER -

A practical and scalable process to selectively monofunctionalize water-soluble α,ω-diols

Abstract

Keywords

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