Abstract
Polystyrene-bound diethanolamine (PS-DEAM) work-up for a newly developed Pd(PPh3)4-catalyzed cleavage of allylic alkyl ethers using phenylboronic acid can effectively release Pd-free parent alcohols. Furthermore, chromatography-free deallylation can be conducted by using vinylboronic anhydride pyridine complex as an allyl scavenger with a catalytic amount of Pd(OAc)2 and 4-(diphenylphosphino)benzoic acid instead of Pd(PPh3)4 to yield the desired products in high purities and yields after removal of volatile byproducts and the phosphine-derived contaminants by evaporation and sequestration through acid-base interaction with PS-DEAM, respectively.
Original language | English |
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Pages (from-to) | 8438-8441 |
Number of pages | 4 |
Journal | Tetrahedron Letters |
Volume | 48 |
Issue number | 48 |
DOIs | |
Publication status | Published - 2007 Nov 26 |
ASJC Scopus subject areas
- Biochemistry
- Drug Discovery
- Organic Chemistry