J. S. Yadav et al. / Tetrahedron Letters 47 (2006) 4921–4924
Table 2. Iodine catalysed hydrolysis of tert-butyl ester in the presence of Boc
4923
Entry
Substrate (3)
Producta (4)
Time (h)
5
Yieldb (%)
O
O
a
89
O
OH
NHBoc
NHBoc
O
OH
b
c
5
4
5
92
87
85
N
N
Boc
O
Boc
O
NHBoc
O
NHBoc
OH
HO
HO
O
O
O
O
d
O
OH
NHBoc
NHBoc
HO
HO
NHBoc
O
NHBoc
OH
e
f
6
5
5
82
89
86
O
O
NHBoc
NHBoc
O
OH
O
O
NHBoc
O
NHBoc
OH
g
O
O
a All products were characterised by 1H NMR and mass spectroscopy.
b Yield of isolated product.
6. Jackson, R. W. Tetrahedron Lett. 2001, 42, 5163–5165.
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8. Marcantoni, E.; Massaccesi, M.; Torregiani, E. J. Org.
Chem. 2001, 66, 4480–4482.
Acknowledgements
The authors E.B., S.R. and M.S.N. thank CSIR, New
Delhi, for the award of research fellowships.
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