Practical synthesis of ynolate anions: naphthalene-catalyzed reductive lithiation of alpha,alpha-dibromo esters

Authors
Shindo, M Koretsune, R Yokota, W Itoh, K Shishido, K
Citation
M. Shindo et al., Practical synthesis of ynolate anions: naphthalene-catalyzed reductive lithiation of alpha,alpha-dibromo esters, TETRAHEDR L, 42(47), 2001, pp. 8357-8360
Citations number
31
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
42
Issue
47
Year of publication
2001
Pages
8357 - 8360
Database
ISI
SICI code
0040-4039(20011119)42:47<8357:PSOYAN>2.0.ZU;2-Y
Abstract
Reductive lithiation of alpha,alpha -dibromo esters using lithium naphthale nide afforded ester dianions leading to ynolate anions in good yields. Naph thalene-catalyzed reductive lithiation was also accomplished. This is a con venient, economical and practical method for the preparation of ynolate ani ons. (C) 2001 Elsevier Science Ltd. All rights reserved.