A Novel Synthesis of Chiral DBU/DBN-related Molecules for Use in Asymmetric Base Catalysis
摘要:
The synthesis of sterically hindered chiral DBU/DBN-related molecules (6) from (+)-camphor lactam (1) is described. The value of the products as chiral organic base catalysts is exemplified by their use in asymmetric Michael addition reactions of beta -keto ester (7).
Light-promoted metal-free cross dehydrogenative couplings on ethers mediated by NFSI: reactivity and mechanistic studies
作者:Redouane Beniazza、Baptiste Abadie、Lionel Remisse、Damien Jardel、Dominique Lastécouères、Jean-Marc Vincent
DOI:10.1039/c7cc05854c
日期:——
Cross dehydrogenative couplings on ethers occur very effectively using N-fluorobis(phenyl)sulfonimide (NFSI) as oxidizingagent under UVA irradiation in the presence of 2 mol% benzophenone. The reaction was shown to proceed first by fast radical fluorination of the α-C–H bond of ethers, followed by HF elimination to yield the highly electrophilic oxocarbenium ion as a key intermediate.