Erratum: Facile synthesis of a pentasaccharide repeating unit corresponding to the common O-antigen of Salmonella enterica O57 and Escherichia coli O51 (Tetrahedron Asymmetry (2013) 24 (606-611))

Full text of DOI:10.1016/j.tetasy.2013.05.018

Tetrahedron: Asymmetry 24 (2013) 871–873
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Tetrahedron: Asymmetry
journal homepage: www.elsevier.com/locate/tetasy
Corrigendum
Corrigendum to ‘‘Facile synthesis of a pentasaccharide repeating unit
corresponding to the common O-antigen of Salmonella enterica O57
and Escherichia coli O51’’ [Tetrahedron: Asymmetry 24 (2013)
606–611]
⇑
Tamashree Ghosh, Abhishek Santra, Anup Kumar Misra
Bose Institute, Division of Molecular Medicine, P-1/12, C.I.T. Scheme VII-M, Kolkata 700054, India
The authors apologize for unintentional mistakes in the structures of compounds 1, 11, 12, 13 and 14. Figure 2 and Scheme 2 should be
read as follows:
Corrected stereochemical abstracts of compounds 1, 11, 12, 13 and 14 are given.
OBz
O
SEt
HO
O
BnO
Ph
SPh
SEt
BzO
OBz
BnO
O
OPMB
HO OH
3
2
O
A
O
OPMP
O
HO
HO
AcHN
O
C O
HO
O
B
HO
HO
HO
O
O
BnO
OPMP
O
D O
HO
OH
O
BnO
OH
O
OAc
N3
5
O
HO
HO
PMP : p-Methoxyphenyl
O
4
E
1
Ph
O
NHAc
O
O
SEt
NPhth
AcO
6
Figure 2. Structure of the synthesized pentasaccharide and its synthetic intermediates.
q DOI of original article: http://dx.doi.org/10.1016/j.tetasy.2013.04.001
⇑
Corresponding author. Tel.: +91 33 2569 3240; fax: +91 33 2355 3886.
E-mail address: akmisra69@gmail.com (A.K. Misra).
0957-4166/$ - see front matter Ó 2013 Elsevier Ltd. All rights reserved.
http://dx.doi.org/10.1016/j.tetasy.2013.05.018

872
T. Ghosh et al. / Tetrahedron: Asymmetry 24 (2013) 871–873
Ph
OR
RO
O
SPh
B
O
5
a
O
4
a
O
2 + 3
O
OR
c
A
O
O
C
O
BnO
BnO
OPMP
N3
BnO
O
B
BnO
OPMB
O
OBn
9:
10:
R = Bz
R = Bn
C
O
b
BnO
Ph
O
BnO
11
OH
O
Ph
O
A
O
O
O
O
OPMP
BnO
N3
BnO
BnO
B
O
A
C
O
O
O
OBn
6
a
O
BnO
O
N3
OPMP
BnO
BnO
O
B
BnO
BnO
BnO
BnO
O
OBn
D
O
C
O
14
O
Ph
O
O
O
O
BnO
E
O
e, f, g, f, d
D
AcO
O
12:
13:
R = Ac
R = H
NPhth
d
BnO
RO
1
Scheme 2. Reagents and conditions: (a) N-iodosuccinimide (NIS), TMSOTf, CH2Cl2, MS 4 Å, À35 °C, 1 h, 82% for compound 9, 76% for compound 12 and 73% for compound 14;
(b) benzyl bromide, NaOH, TBAB, DMF, room temperature, 5 h, 87%; (c) NIS, TMSOTf, CH2Cl2–Et2O (1:2, v/v), MS 4 Å, À15 °C, 1 h, then 0 °C, 30 min, 78%; (d) 0.1 M CH3ONa,
CH3OH, 2 h, room temperature, 95%; (e) ethylene diamine, nBuOH, 90 °C, 7 h; (f) acetic anhydride, pyridine, room temperature, 1 h; (g) Et3SiH, 10% Pd–C, CH3OH, AcOH, room
temperature, 6 h, 62% in five steps.
HO OH
HO
HO
O
HO
HO
O
OPMP
O
OH
O
HO
AcHN
HO
HO
O
HO
O
O
O
O
O
OH
NHAc
Ph
O
O
O
O
O
BnO
N3
OPMP
BnO
O
O
OBn
O
BnO
BnO
OH

T. Ghosh et al. / Tetrahedron: Asymmetry 24 (2013) 871–873
873
Ph
O
O
O
BnO
BnO
BnO
O
O
BnO
OPMP
N3
BnO
O
O
BnO
AcO
O
O
OBn
O
Ph
O
O
BnO
BnO
BnO
O
O
O
BnO
OPMP
N3
BnO
O
O
BnO
HO
O
O
OBn
O
Ph
O
O
BnO
BnO
BnO
O
Ph
O
O
BnO
O
O
OPMP
N3
BnO
O
O
BnO
O
O
O
AcO
O
OBn
O
PhthN