Smith, Keith, El-Hiti, Gamal A. and Alshammari, Mohammed ORCID: https://orcid.org/0000-0001-9687-8747 2013. Variations in site of lithiation of N-[(2-(4-Methoxyphenyl)ethyl)]pivalamide; Use in ring substitution. Synlett 24 (1) , pp. 117-119. 10.1055/s-0032-1317859 |
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Official URL: https://www.thieme-connect.de/DOI/DOI?10.1055/s-00...
Abstract
Lithiation of N-[(2-(4-methoxyphenyl)ethyl)]pivalamide at -20 to 0 oC with three mole equivalents of n-BuLi in anhydrous THF, followed by reactions with various electrophiles, gives high yields of products involving ring substitution ortho- to the pivaloylaminoethyl group, which was unexpected in view of earlier results reported with t-BuLi.
Item Type: | Article |
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Date Type: | Publication |
Status: | Published |
Schools: | Chemistry |
Subjects: | Q Science > QD Chemistry |
Uncontrolled Keywords: | N-[2-(4-methoxyphenyl)ethyl]pivalamide; directed lithiation; synthesis; electrophile; dilithium intermediate |
Publisher: | Georg Thieme Verlag |
ISSN: | 0936-5214 |
Date of First Compliant Deposit: | 30 March 2016 |
Last Modified: | 03 May 2023 18:32 |
URI: | https://orca.cardiff.ac.uk/id/eprint/42879 |
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