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Reaction between 2,6- and 2,7-di-tert-butyl-1,4-naphthoquinone and phenylmagnesium bromide and phenyllithium

✍ Scribed by Crawford, H. Marjorie

Book ID
125929792
Publisher
American Chemical Society
Year
1971
Tongue
English
Weight
974 KB
Volume
36
Category
Article
ISSN
0022-3263

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trrf-Butyl and 2,6-di(tert-butyl)-4-methylphenyl (RHT) cyclopropanecarboxylates (4, 6, 24, 25) are lithiated with LiN(i-Pr), and t -BuLi, respectively. Reactions with alkyl halides, aldehydes, acyl chlorides, and heteroelectrophiles give a-substituted BHT esters which can be cleaved (t-BuOK/H,O/THF)