Deprotection of allylic esters and ethers

Details Deprotection of allylic esters and ethers Deprotection of allylic esters and ethers

1985-06-07

1988-11-29

Gersil, Robert

Organic compounds -- part of the class 532-570 series

Organic compounds

Unsubstituted hydrocarbyl chain between the ring and the -c-...

C07D51304

Patent

active

047882824

ABSTRACT:
A process is disclosed for the deprotection of allylic esters and ethers. The process comprises reacting an allyl ester of a carboxylic acid or an allyl ether of a phenol with pyrrolidine or piperidine and a catalytic amount of an organic-soluble palladium complex having a coordinating phosphine ligand to cleave the allyl moiety. The resultant carboxylic acid or phenol is then recovered.

REFERENCES:
patent: 4314942 (1982-02-01), McCombie
patent: 4536335 (1985-08-01), Kim et al.
patent: 4658039 (1987-04-01), Samaan
Mitsuaki Ohtani et al., J. Org. Chem. 1984, 49, 5271-5272.
Paul D. Jeffrey et al., J. Org. Chem. 1982, 47, 587-590.
H. Kunz et al., Angew. Chem. Int. Ed. Engl. 23 (1984) pp. 71-72.

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