A mild deprotection strategy for allyl-protecting groups and its implications in sequence specific dendrimer synthesis.
A mild deprotection strategy for allyl ethers under basic conditions in the presence of a palladium catalyst is described. Under these conditions, aryl allyl ethers can be cleaved selectively in the presence of alkyl allyl ethers. These conditions are also effective in the deprotection of allyloxycarbonyl groups. The utility of the current methodology in sequence specific dendrimer synthesis is demonstrated.
Vutukuri
Dharma Rao
DR
Department of Chemistry, Tulane University, New Orleans, Louisiana 70118, USA.
Bharathi
Pandi
P
Yu
Zhouying
Z
Rajasekaran
Karthik
K
Tran
My-Huyen
MH
Thayumanavan
S
S
D000498:Allyl Compounds / Q000737:chemistry*; D001592:Benzyl Alcohols / Q000138:chemical synthesis*; D002384:Catalysis; D004987:Ethers / Q000737:chemistry*; D007202:Indicators and Reagents; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry*; D013329:Structure-Activity Relationship
C475740:3-(4-tert-butylbenzyloxy)-5-(3-methylbenzyloxy)-benzyl alcohol; D000498:Allyl Compounds; D001592:Benzyl Alcohols; D004987:Ethers; D007202:Indicators and Reagents; D010165:Palladium