Evaluation of 2-(piperidine-1-yl)-ethyl (PIP) as a protecting group for phenols: Stability to ortho-lithiation conditions and boiling concentrated hydrobromic acid, orthogonality with most common protecting group classes, and deprotection via Cope elimination or by mild Lewis acids-Reference-Cited by-同舟云学术

Evaluation of 2-(piperidine-1-yl)-ethyl (PIP) as a protecting group for phenols: Stability to ortho-lithiation conditions and boiling concentrated hydrobromic acid, orthogonality with most common protecting group classes, and deprotection via Cope elimination or by mild Lewis acids

Published:2021-05 Issue: Volume:88 Page:132108
ISSN:0040-4020
Container-title:Tetrahedron
language:en
Short-container-title:Tetrahedron

Author:

Norén Rolf

Publisher

Elsevier BV

Subject

Organic Chemistry,Drug Discovery,Biochemistry

Reference29 articles.

1. Greene’s Protective Groups in Organic Synthesis;Wuts,2014

2. ref 4: An orthogonal system is defined as a set of completely independent classes of protecting groups. In a system of this kind, each class of groups can be removed in any order and in the presence of all other classes.

3. A new amino protecting group removable by reduction. Chemistry of the dithiasuccinoyl (dts) function;Barany;J. Am. Chem. Soc.,1977

4. Dimere Naphthochinone, 13. Synthese m-Substituierter 4-Methoxy-1-Naphthole–β-Halogenalkylether als Schutzgruppen für Phenole;Laatsch;Z. Naturforsch.,1985

5. Studies in sterochemistry. XXIV. The preparation and determination of configuration of the isomers of 2-amino-3-phenylbutane, and the steric course of the amine oxide pyrolysis reaction in this system;Cram;J. Am. Chem. Soc.,1954

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