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1‐( o ‐Nitrophenyl)‐2,2,2‐trifluoroethyl Ether Derivatives as Stable and Efficient Photoremovable Alcohol‐Protecting Groups
Author(s) -
Specht Alexandre,
Goeldner Maurice
Publication year - 2004
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200353247
Subject(s) - ether , alcohol , chemistry , organic chemistry
The caging and photolytic release of alcohols has enormous potential for application in biological chemistry. A variety of stable 1‐(2‐nitrophenyl)‐2,2,2‐trifluoroethyl ether derivatives, which were readily prepared through Mitsunobu coupling reactions with an alcohol (ROH), underwent photolytic cleavage in high quantum yields (see scheme; R=alkyl, R′=H, OCH 3 ).