Reductive deprotection of aryl allyl ethers with Pd(Ph3)4/NaBH4

Treatment of aryl allyl ethers with catalytic amts. of Pd(PPh3)4 and NaBH4 at room temp. afforded the parent phenol in high yield under non-hydrolytic conditions. E.g., treatment of ether I (R = allyl) with NaBH4 in the presence of Pd(PPh3)4 in THF gave 97% I (R = H). [on SciFinder (R)]


Published in:
Tetrahedron Letters, 35, 25, 4349-50
Year:
1994
Keywords:
Note:
CAN 121:107593
21-2
General Organic Chemistry
Institut de Chimie des Substances Naturelles,CNRS,Gif-sur-Yvette,Fr.
Journal
0040-4039
written in English.
127132-38-1P Role: SPN (Synthetic preparation), PREP (Preparation) (prepn. and reductive deprotection of, with sodium borohydride in presence of tetrakis(triphenylphosphine)palladium catalyst); 98-54-4P; 100-02-7P; 621-37-4P; 3978-80-1P; 156945-64-1P; 156945-65-2P; 156945-66-3P; 156945-67-4P Role: SPN (Synthetic preparation), PREP (Preparation) (prepn. of); 1568-66-7; 24806-16-4; 156945-58-3; 156945-59-4; 156945-60-7; 156945-61-8; 156945-62-9; 156945-63-0 Role: PROC (Process) (reductive deprotection of, with sodium borohydride in presence of tetrakis(triphenylphosphine)palladium catalyst)
Laboratories:




 Record created 2010-11-25, last modified 2018-09-13


Rate this document:

Rate this document:
1
2
3
 
(Not yet reviewed)