Volume 28, Issue 20
Preparative Organic Chemistry
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ChemInform Abstract: Neopentyl Ester Protecting Groups for Arylsulfonic Acids.

J. C. ROBERTS

J. C. ROBERTS

Dep. Ration. Drug. Des., Procept Inc., Cambridge, MA 02139, USA

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H. GAO

H. GAO

Dep. Ration. Drug. Des., Procept Inc., Cambridge, MA 02139, USA

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A. GOPALSAMY

A. GOPALSAMY

Dep. Ration. Drug. Des., Procept Inc., Cambridge, MA 02139, USA

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A. KONGSJAHJU

A. KONGSJAHJU

Dep. Ration. Drug. Des., Procept Inc., Cambridge, MA 02139, USA

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R. J. PATCH

R. J. PATCH

Dep. Ration. Drug. Des., Procept Inc., Cambridge, MA 02139, USA

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First published: 04 August 2010

Abstract

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ChemInform Abstract

Neopentyl is used as a protecting group for brominated arylsulfonic acids. Its potentials are the high compatibility with a wide range of organic reagents such as vinyl-MgBr, CrO3, NBS/benzoyl peroxide, H2/ Raney-Ni, NaI, aqueous HBr or NaOH, HONH2 and NaH and the easy cleavage in high yields. In addition the Boc-protected N-neopentyl group present in (XII) is developed as protecting group in solid phase synthesis.

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