Table 1.

Attempted conditions to cleave SAMP hydrazone 2.

Entry	Conditions	Observations
1	Oxalic acid, Et2O at 23 °C, 15 h	Epimerization
2	CuCl2, THF/H2O at 23 °C, 15 h	Epimerization
3	SnCl2, Pd(OAc)2 DMF/H2O at 23 °C, 15 h	No Reaction
4	SnCl2, Pd(OAc)2 DMF/H2O at 50 °C, 15 h	Epimerization
5	SnCl2, DME/H2O at 23 °C, 15 h	No Reaction
6	SnCl2, DME/H2O at 50 °C, 15 h	Epimerization
7	O3, CH2Cl2 at −78 °C, 1 min.	21%
8	NaBO3, AcOH, 23 °C, 2 h	Decomposition
9	NaBO3, pH 7 buffer/t-BuOH at 23 °C 5 h	Decomposition
10	MMPP, pH 7 buffer/MeOH at 23 °C, 24 h	No Reaction
11	30%°C H2O2, pH 7 buffer/MeOH at 23 to 70 °C, 19 h	Decomposition
12	NaIO4, THF/H2O/pH 7 buffer at 23 °C, 15 h	Decomposition
13	30%H2O2/SeO2, MeOH, 48 h at 23 °C	76%
14	30% H2O2/SeO2, MeOH/pH 7 buffer, 24 h at 23 °C	91%