A mild, copper-catalysed amide deprotection strategy: Use of tert-butyl as a protecting group
Mild methods for the deprotection of organic substrates are of fundamental importance in synthetic chemistry. A new room temperature method using a catalytic amount of Cu(OTf)2is reported. This allows use of the tert-butyl group as an amide protecting group. The methodology is also extended to Boc-deprotection.
Formal nucleophilic substitution of bromocyclopropanes with amides en route to conformationally constrained β-amino acid derivatives
A chemo- and diastereoselective protocol for the formal nucleophilic substitution of 2-bromocyclopropylcarboxamides with secondary amides is described. This method allows for convergent and highly selective synthesis of trans-β-aminocyclopropane carboxylic acid derivatives.
Prosser, Anthony R.,Banning, Joseph E.,Rubina, Marina,Rubin, Michael
supporting information; experimental part
p. 3968 - 3971
(2010/11/02)
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