Abstract
Various planar-chiral 1,n-dioxa[n]paracyclophanes possessing a phenolic hydroxyl group have been synthesized via enantioselective ortho-lithiation. Subsequent reaction with 2,2′-biarylene phosphorochloridites gave a new family of chiral phosphites. These phosphites were then used as chiral ligands in the enantioselective palladium-catalyzed allylic alkylation of dimethyl malonate with (E)-1,3-diphenylallyl acetate and the rhodium-catalyzed 1,4-addition of phenylboronic acid to cyclohex-2-enone.
Original language | English |
---|---|
Article number | ss-2016-c0168-st |
Pages (from-to) | 2664-2670 |
Number of pages | 7 |
Journal | Synthesis (Germany) |
Volume | 48 |
Issue number | 16 |
DOIs | |
Publication status | Published - 2016 Aug 16 |
Keywords
- 1,4-addition
- allylic alkylation
- chiral ligands
- paracyclophanes
- phosphites
- planar chirality
ASJC Scopus subject areas
- Catalysis
- Organic Chemistry