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Slow N-H exchange has been observed previously in symmetrical N, N'-bisacyl guanidines. The acetyl methyl groups of 3-(N, N'diacetylguanidino)-3, 7-dimethyloctane absorb at δ 2.10 and δ 2.15: Nishikawa, T.; Ohyabu, N.; Yamamoto, N.; Isobe, M. Tetrahedron 1999, 55, 4325-4340.
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76849093381
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The assignments in ref 1 for protons and carbons 2′ to 9′ and 2″ to 9″ appear to be in the wrong order as discussed in more detail in the Supporting Information
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The assignments in ref 1 for protons and carbons 2′ to 9′ and 2″ to 9″ appear to be in the wrong order as discussed in more detail in the Supporting Information.
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18
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0003157467
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Diederich, F., Stang, P. J., Eds.; Wiley-VCH: Weinheim, Germany
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22
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76849090476
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MMX calculations using PCMODEL 8.0 (Serena Software: Bloomington, IN) indicated that 23 is >3 kcal/mol more stable than the stereoisomer. Transition state calculations also indicated that the transition state leading to 23 was more stable than that leading to the stereoisomer by >3 kcal/mol
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MMX calculations using PCMODEL 8.0 (Serena Software: Bloomington, IN) indicated that 23 is >3 kcal/mol more stable than the stereoisomer. Transition state calculations also indicated that the transition state leading to 23 was more stable than that leading to the stereoisomer by >3 kcal/mol.
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