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

Full Text: HTML

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.

Related Articles:

Studies in cuprate rearrangement and stannylcupration: Application to the stereo-and enantiospecific synthesis of a stannyldiene C 10–C 15 fragment of des-epoxy- …

[Fargeas, Valerie; Le Menez, Patrick; Berque, Isabelle; Ardisson, Janick; Pancrazi, Ange Tetrahedron, 1996 , vol. 52, # 19 p. 6613 - 6634]

Carbon-carbon bond formation by the reaction of organolithiums with α-lithiated cyclic enol ethers. Stereoselective synthesis of β-and γ-hydroxy di-and tri-substituted …

[Nguyen, Thinh; Negishi, Ei-ichi Tetrahedron Letters, 1991 , vol. 32, # 42 p. 5903 - 5906]

More Articles...