Erratum: Development of a double allylboration reagent targeting 1,5-syn-(E)-diols: Application to the synthesis of the C(23)-C(40) fragment of tetrafibricin (Tetrahedron (2011) 67: 35 (6497-6512))

Full text of DOI:10.1016/j.tet.2011.10.077

Tetrahedron 68 (2012) 774
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Tetrahedron
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Corrigendum
Development of a double allylboration reagent targeting 1,5-syn-(E)-diols:
application to the synthesis of the C(23)eC(40) fragment of tetrafibricin
[Tetrahedron 67 (35) (2011) 6497e6512]
*
Philippe Nuhant, Jeremy Kister, Ricardo Lira, Achim Sorg, William R. Roush
Departments of Chemistry, The Scripps Research Institute, Florida, 130 Scripps Way, Jupiter, FL 33458, USA
The authors would like to apologise for the fact that their
published article includes two schemes with incorrect structures
and compound numbers.
The schemes that contain errors are numbers 20 and 21; the
correct versions are provided below.
TBS
1) 45
TBSO
OH
OH
O
OTBS
H
B
2) 4
BocNH
BocNH
25S
OPMB
OPMB
28, Met = B(OCHCH2CH2O)
43, Met = SnBu3
Me3Si
6, 42 or 45
B
3) 3
SiMe3
(as per entry 3,
Scheme 20)
61; 78%, dr>20:1, (E)/(Z)>20:1
46, Met = BF3 (Bu4N)
see Schemes
7, 15 and 17
Met
TBS
O OTBS
25R
TBSCl
TBSO
TBSO
TBSO
TBS
imidazole
TBSO
OH
OH
O
O
OTBS
1) 4, -78 °C
2) 3, -78 °C
CH2Cl2
90%
BocNH
OPMB
OPMB
62
(see Table for
conditions)
60
Scheme 21
TBS
OTBS
TBSO
TBSO
TBSO
TBSCl
imidazole
BocNH
CH2Cl2
94%
2
Scheme 20
DOI of original article: 10.1016/j.tet.2011.06.008.
* Corresponding author. Tel.: þ1 561 228 2450; fax: þ1 561 228 3052;
e-mail address: roush@scripps.edu (W.R. Roush).
0040-4020/$ e see front matter Ó 2011 Elsevier Ltd. All rights reserved.
doi:10.1016/j.tet.2011.10.077