Efficient Synthesis of Tetrasubstituted Alkenes by Allylsilane??Terminated Domino??Heck Double Cyclisation

LF Tietze, K Kahle, T Raschke

Index: Tietze, Lutz F.; Kahle, Klaus; Raschke, Thomas Chemistry - A European Journal, 2002 , vol. 8, # 2 p. 401 - 407

Full Text: HTML

Citation Number: 54

Abstract

Abstract The domino-Heck double cyclisation of the arylbromides 1, which contain an allylsilane and an alkyne moiety and are easily accessible by an addition of the corresponding lithiated alkynes 5 to the aldehydes 4, leads to the tetrasubstituted alkenes 2 and 3 in good yield. The reaction produces exclusively compounds with an E double bond and additionally proceeds with good to excellent induced diastereoselectivity in the case ...

Related Articles:

Synthese et reactivite de silanes propargyliques ω-Fonctionnels: preparation de vinylidene-3 oxolannes, oxannes, oxepannes et oxocannes

[Pornet, J.; Damour, D.; Miginiac, L. Tetrahedron, 1986 , vol. 42, # 7 p. 2017 - 2024]

Intramolecular Ene and Related Reactions, 53g). Stereoselective Formation of trans??1, 2??Disubstituted Cyclopentanes by Intramolecular Cyclisation of Allylsilane …

[Tietze, Lutz F.; Ruther, Michael Chemische Berichte, 1990 , vol. 123, # 6 p. 1387 - 1395]

Synthese et reactivite de silanes propargyliques ω-Fonctionnels: preparation de vinylidene-3 oxolannes, oxannes, oxepannes et oxocannes

[Pornet, J.; Damour, D.; Miginiac, L. Tetrahedron, 1986 , vol. 42, # 7 p. 2017 - 2024]

Synthese et reactivite de silanes propargyliques ω-Fonctionnels: preparation de vinylidene-3 oxolannes, oxannes, oxepannes et oxocannes

[Pornet, J.; Damour, D.; Miginiac, L. Tetrahedron, 1986 , vol. 42, # 7 p. 2017 - 2024]

Synthese et reactivite de silanes propargyliques ω-Fonctionnels: preparation de vinylidene-3 oxolannes, oxannes, oxepannes et oxocannes

[Pornet, J.; Damour, D.; Miginiac, L. Tetrahedron, 1986 , vol. 42, # 7 p. 2017 - 2024]

More Articles...