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- W2092021306 abstract "The solution conformation of both Z and E rotamers of trans and cis isomers of N-trifluoroacetyl-2-methoxy-4-t.butylpiperidine and N-trifluoroacetyl-2-methoxy-4-methylpiperidine is determined from a complete analysis and assignment of proton and carbon nuclear magnetic resonance data. The trans isomers have chair conformations and a Z/E amide bond rotation barrier of ca. 76 kJ.mol−1. The cis 4-t.butyl analogue is a flexible D2 twist with the two-fold symmetry axis through Cα,Cδ for the Z rotamer, but rather through Cβ,Cε for the E rotamer, with a lowered interconversion barrier of ca. 63 kJ.mol−1. The cis 4-methyl compound is a greatly distorted chair with a Z/E activation barrier of ca. 65 kJ.mol−1. These results are relevant in relation to the potential importance of twist-boat cyclic imino acids as β-bend inducing entities in synthetic peptides." @default.
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- W2092021306 date "2010-09-01" @default.
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- W2092021306 title "Conformational Analysis of Trans and CIS Isomers of N-Trifluoroacetyl-2-Methoxy-4-t. Butylpiperidine and N-Trifluoroacetyl-2-Methoxy-4-Methyl Piperidine" @default.
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