A Cross‐Coupling Reaction Between Aliphatic Aldehydes And Sulfonium Salts. Issue 1 (11th October 2021)

• Record Type: Journal Article
• Authors: Chen, Baoli; Li, Li; Chen, Jiean; Huang, Yong
• Is Part Of: Advanced synthesis & catalysis. Volume 364:Issue 1(2022)
• Page Start: 30
• Page End: 34
• Publication Date: 2021-10-11
• Subjects: carbene mimetic -- secondary amine -- aldehyde -- sulfonium ylide -- polysubstituted electron-deficient olefin; Catalysis -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Chemistry -- Periodicals; Chemistry, Technical -- Periodicals; Chemistry -- Periodicals; Catalysis -- Periodicals; Technology, Pharmaceutical -- Periodicals; 547.2
• DOI: 10.1002/adsc.202100902
• Languages: English
• ISSNs: 1615-4150

Abstract

Abstract: The synthesis of multi‐substituted electron‐deficient alkenes is often accomplished via cross‐coupling of diazo compounds in the presence of a metal catalyst. Herein, we report an organocatalytic protocol that enables the direct coupling of aliphatic aldehydes with sulfonium ylides. A key carbene mimetic, α‐iodoenamine/enol, is believed to engage in direct cross‐coupling with a sulfonium ylide, delivering α, β‐unsaturated carbonyl compounds with a formyl substituent. The reaction demonstrated remarkably mild conditions, convergence, and control of olefin geometry. Abstract :