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Correction: Total synthesis of two potent anti-inflammatory macrolactones of the oxacyclododecindione type
Johannes
Tauber
a,
Markus
Rohr
b,
Thorsten
Walter
b,
Gerhard
Erkel
b and
Till
Opatz
*a
aInstitute of Organic Chemistry, Johannes Gutenberg-University, Duesbergweg 10-14, 55128 Mainz, Germany. E-mail: opatz@uni-mainz.de
bDepartment of Molecular Biotechnology & Systems Biology, University of Kaiserslautern, Erwin-Schrödinger Str. 70, Building 70, 67663 Kaiserslautern, Germany
First published on 5th August 2015
Abstract
Correction for ‘Total synthesis of two potent anti-inflammatory macrolactones of the oxacyclododecindione type’ by Johannes Tauber et al., Org. Biomol. Chem., 2015, 13, 7813–7821.
The authors regret the following errors:
The stereochemistry of compound 11a was wrongly assigned. The correct configuration should be (2S*,3R*) instead of (2S*,3S*) as the cis-configured epoxide was used as a building block and epoxide opening occurs by an SN2 mechanism. The relative configurations of the adjacent stereocenters of the downstream intermediates 11a–13a, 17a, 18a, 20a–22a as well as for the natural products 4-dechloro-14-deoxyoxacyclododecindione (1) and 14-deoxyoxacyclododecindione (2) were incorrectly drawn. The stereochemistry for 1 and 2 should be (14R*,15S*) instead of (14S*,15S*).
The corrected schemes are shown below.
 | ||
| Scheme 2 Synthesis of alcohol 18. | ||
 | ||
| Scheme 3 Synthesis of 4-dechloro-14-deoxyoxacyclododecindione (1) and 14-deoxyoxacyclododecindione (2). | ||
The Royal Society of Chemistry apologises for these errors and any consequent inconvenience to authors and readers.
| This journal is © The Royal Society of Chemistry 2015 |