Table 4. Stereochemistry of Reaction Products between Protected Cysteine and Various Electrophilic Alkynes in pH Buffer and Aqueous Acetonitrile67.
E/Z |
|||
---|---|---|---|
R1 | R2 | H2O | pH = 8 buffer |
–NHPh | H | 20/80 | 5/95 |
–OMe | H | 66/34 | 11/89 |
–Ph | H | 25/75 | 17/83 |
–CH2CH2Ph | H | 34/66 | 34/66 |
–Ph | –C4H9 | 20/80 | 34/66 |
–CH2CH2Ph | –C4H9 | 66/34 | 34/66 |