Tetrahedron letters

1, 2-metallate rearrangements: stannyl and (stannyl) vinyl transfers

P Le Ménez, V Fargeas, J Poisson, J Ardisson…

Index: Menez, Patrick Le; Fargeas, Valerie; Poisson, Jacques; Ardisson, Janick; Lallemand, Jean-Yves; Pancrazi, Ange Tetrahedron Letters, 1994 , vol. 35, # 42 p. 7767 - 7770

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Citation Number: 21

Abstract

Abstract 1, 2-Metallate rearrangements were performed on α-(carbamoyl) alkenyl stannnane 6 with high yield in alkyl transfer to give 10 after quenching with MeI; disappointing results were obtained for preparation of 11 and 2b. Using dihydrofuran 13, optimized conditions were found to realize 1, 2-stannyl and 1, 2-(stannyl) vinyl transfers, and methylation, leading to stannyl derivative 15 and stannyl diene 16 in good yields.