Tetrahedron

Regio-and stereoselective addition of organolithiums to naphthalenes. an efficient synthesis of 11, 2-trisubstituted and trans-2-disubstituted dihydronaphthalenes

AI Meyers, KA Lutomski, D Laucher

Index: Meyers, A.I.; Lutomski, Kathryn A.; Laucher, Dominique Tetrahedron, 1988 , vol. 44, # 11 p. 3107 - 3118

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Citation Number: 44

Abstract

The addition of a variety of organolithium reagents to 1-napththyloxazolines and 2- naphthyloxazolines followed by trapping with electrophiles leads to high yields of the title compounds. Very high stereoselectivity characterizes the present process in that the electrophile enters from the naphthalene face opposite to the entry of the organolithium reagent. A number of organolithiums have been investigated and it was found that in situ ...