Construction of Enantioenriched 4, 5, 6, 7‐Tetrahydrofuro[2, 3‐b]pyridines through a Multicatalytic Sequence Merging Gold and Amine Catalysis. Issue 19 (6th August 2021)

• Record Type: Journal Article
• Authors: Genet, Manon; Takfaoui, Abdelilah; Marrot, Jérôme; Greck, Christine; Moreau, Xavier
• Is Part Of: Advanced synthesis & catalysis. Volume 363:Issue 19(2021)
• Page Start: 4516
• Page End: 4520
• Publication Date: 2021-08-06
• Subjects: Aminocatalysis -- Gold catalysis -- Relay catalysis -- Aza-Diels-Alder -- Saturated heterocycles; Catalysis -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Chemistry -- Periodicals; Chemistry, Technical -- Periodicals; Chemistry -- Periodicals; Catalysis -- Periodicals; Technology, Pharmaceutical -- Periodicals; 547.2
• DOI: 10.1002/adsc.202100756
• Languages: English
• ISSNs: 1615-4150

Abstract

Abstract: A series of enantioenriched 4, 5, 6, 7‐tetrahydrofuro[2, 3‐ b ]pyridines were accessed by a cycloisomerization/cycloaddition strategy. Starting from ynamide derivatives and aldehydes, yields ranging from 27 to 90% and high levels of stereoselectivity (de>95%, 93–99% ee) were obtained through sequential relay catalysis. The concurrent use of a gold complex with a diphenylprolinol silyl ether was applied to a combination of diversely functionalized substrates. Abstract :