Guaiacol transprotection: Replacement of the phenoxy isopropyl protecting function by acetyl

Craig M. Williams; Lewis N. Mander

doi:10.1016/j.tetlet.2003.11.065

Guaiacol transprotection: Replacement of the phenoxy isopropyl protecting function by acetyl

Craig M. Williams^*, Lewis N. Mander

^*Corresponding author for this work

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

7 Citations (Scopus)

Abstract

A one-step method for the conversion of isopropyl protected guaiacols to the corresponding acetates is reported. Treating 6-substituted isopropyl protected guaiacols with trimethylsilyl trifluoromethanesulfonate in a mixture of acetic anhydride and acetonitrile affords 6-substituted guaiacol acetates in yields ranging from 35% to 99%.

Original language	English
Pages (from-to)	667-669
Number of pages	3
Journal	Tetrahedron Letters
Volume	45
Issue number	4
DOIs	https://doi.org/10.1016/j.tetlet.2003.11.065
Publication status	Published - 19 Jan 2004

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10.1016/j.tetlet.2003.11.065

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title = "Guaiacol transprotection: Replacement of the phenoxy isopropyl protecting function by acetyl",

abstract = "A one-step method for the conversion of isopropyl protected guaiacols to the corresponding acetates is reported. Treating 6-substituted isopropyl protected guaiacols with trimethylsilyl trifluoromethanesulfonate in a mixture of acetic anhydride and acetonitrile affords 6-substituted guaiacol acetates in yields ranging from 35% to 99%.",

keywords = "Isopropyl phenyl ether, Transprotection, Trimethylsilyl trifluoromethanesulfonate",

author = "Williams, {Craig M.} and Mander, {Lewis N.}",

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T1 - Guaiacol transprotection

T2 - Replacement of the phenoxy isopropyl protecting function by acetyl

AU - Williams, Craig M.

AU - Mander, Lewis N.

PY - 2004/1/19

Y1 - 2004/1/19

N2 - A one-step method for the conversion of isopropyl protected guaiacols to the corresponding acetates is reported. Treating 6-substituted isopropyl protected guaiacols with trimethylsilyl trifluoromethanesulfonate in a mixture of acetic anhydride and acetonitrile affords 6-substituted guaiacol acetates in yields ranging from 35% to 99%.

AB - A one-step method for the conversion of isopropyl protected guaiacols to the corresponding acetates is reported. Treating 6-substituted isopropyl protected guaiacols with trimethylsilyl trifluoromethanesulfonate in a mixture of acetic anhydride and acetonitrile affords 6-substituted guaiacol acetates in yields ranging from 35% to 99%.

KW - Isopropyl phenyl ether

KW - Transprotection

KW - Trimethylsilyl trifluoromethanesulfonate

UR - http://www.scopus.com/inward/record.url?scp=0346157349&partnerID=8YFLogxK

U2 - 10.1016/j.tetlet.2003.11.065

DO - 10.1016/j.tetlet.2003.11.065

M3 - Article

SN - 0040-4039

VL - 45

SP - 667

EP - 669

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 4

ER -

Guaiacol transprotection: Replacement of the phenoxy isopropyl protecting function by acetyl

Abstract

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