Loss of the tert-butyloxycarbonyl (Boc) protecting group under basic conditions
…, MP Pollastri, SM Abelleira, RJ Messier, TA McCollum…
Index: Curran, Timothy P.; Pollastri, Michael P.; Abelleira, Susan M.; Messier, Renee J.; McCollum, Theresa A.; Rowe, Campbell G. Tetrahedron Letters, 1994 , vol. 35, # 30 p. 5409 - 5412
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Citation Number: 46
Abstract
Abstract Reaction of 3, the N-Boc, O-tosyl derivative of phenylalaninol, with base leads to loss of the Boc and tosyl groups and formation of oxazolidinone 9. Similar reactions have also been examined. A mechanism to explain loss of the Boc group under basic reaction conditions is proposed.
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