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Hydrosilane‐Promoted Facile Deprotection of tert ‐Butyl Groups in Esters, Ethers, Carbonates, and Carbamates
Author(s) -
Ikeda Takuya,
Zhang Zhenzhong,
Motoyama Yukihiro
Publication year - 2019
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201801279
Subject(s) - chemistry , catalysis , cleavage (geology) , medicinal chemistry , palladium , reaction conditions , organic chemistry , carbon fibers , polymer chemistry , bond cleavage , composite number , materials science , geotechnical engineering , fracture (geology) , engineering , composite material
Combination of PdCl 2 with 1,1,3,3‐tetramethyldisiloxane in the presence of activated carbon was found to be an effective catalyst system for the cleavage reaction of C−O bond of O− t‐ Bu moieties. The present catalytic reaction offers a practical method for the deprotection of tert ‐butyl esters, tert ‐butyl ethers, O ‐Boc, and N ‐Boc derivatives under mild conditions. The addition of activated carbon in the reaction mixture was proved to be crucial for not only sustaining the catalytic activity but also trapping the palladium species after the reaction.