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. 2022 Apr 11;18:381–419. doi: 10.3762/bjoc.18.43

Table 5.

Menadione alkylation with amino acids by Naturale’s group.

graphic file with name Beilstein_J_Org_Chem-18-381-i005.jpg

Entry Amino acid Product Protective group Conversion (%) Yield (%)

1 graphic file with name Beilstein_J_Org_Chem-18-381-i006.jpg 92a Boc 74 40
92b Troc 89 58
92c Ac 98 49
92d TFA 100 42
2 graphic file with name Beilstein_J_Org_Chem-18-381-i007.jpg 89a Boc 96 58
92e Troc 100 42
92f Ac 57 13
92g TFA 100 51
3 graphic file with name Beilstein_J_Org_Chem-18-381-i008.jpg 89b Boc 88 61
92h Troc 86 60
92i Ac 75 54
92j TFA 98 53
4 graphic file with name Beilstein_J_Org_Chem-18-381-i009.jpg 92k Boc 0 0
92l Troc 35 18
92m Ac 29 16
92n TFA 92 27
5 graphic file with name Beilstein_J_Org_Chem-18-381-i010.jpg 92o Boc 0 0
92p Troc 42 34
92q Ac 24 24
92r TFA 29 29
6 graphic file with name Beilstein_J_Org_Chem-18-381-i011.jpg 92s Boc 100 50
92t Troc 100 55
92u Ac 93 57
92v TFA 100 39