Premium
Developing the Scope of O→C Aryl Migrations: Exploring Amide Substrates as Potential Precursors for Asymmetric Reactions
Author(s) -
Ameen Dana,
Snape Timothy J.
Publication year - 2014
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201301716
Subject(s) - chemistry , aryl , amide , ether , scope (computer science) , transition state , combinatorial chemistry , stereochemistry , organic chemistry , catalysis , alkyl , computer science , programming language
A new and mild method for the production of diasteromerically enriched α‐aryl carbonyl compounds has been achieved. Although only modest diastereoselectivies are observed, they demonstrate the potential of the method for further optimisation. It also appears that reactions that proceed through a five‐membered spirocyclic transition state rearrange, whereas those proceeding through a six‐membered transition state do not, but stop at the diaryl ether stage.