Synthesis

Ring contraction of 1, 2-dihydronaphthalenes promoted by thallium (III) in acetonitrile: a diastereoselective approach to indanes

HMC Ferraz, VMT Carneiro, LF Silva Jr

Index: Ferraz, Helena M. C.; Carneiro, Vania M. T.; Silva Jr., Luiz F. Synthesis, 2009 , # 3 p. 385 - 388

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Citation Number: 10

Abstract

Abstract trans-1, 3-Disubstituted indanes are conveniently accessed by a stereoselective ring contraction of 1, 2-dihydronaphthalenes upon treatment with thallium (III) nitrate (TTN) in acetonitrile. Under these conditions, the oxidative rearrangement of either di-or trisubstituted double bonds is possible.

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