Correction to A Comprehensive History of Arynes in Natural Product

proposed by Wittig in 1942 (Wittig, G. Naturwissenschaften. 1942, 30, 696). ... It has also been brought to our attention that the literature referenc...
0 downloads 0 Views 185KB Size
Addition/Correction Cite This: Chem. Rev. 2018, 118, 6924−6924

pubs.acs.org/CR

Correction to A Comprehensive History of Arynes in Natural Product Total Synthesis Pamela M. Tadross and Brian M. Stoltz* Chem. Rev. 2012, 112 (6), pp 3550−3577. DOI: 10.1021/cr200478h

Downloaded via 79.110.18.99 on September 1, 2018 at 13:28:53 (UTC). See https://pubs.acs.org/sharingguidelines for options on how to legitimately share published articles.

T

he authors would like provide clarification regarding the early contributions to structural elucidation of the benzyne intermediate. Although Roberts and co-workers provided the first experimental evidence of the aryne structure in 1953 (Roberts, J. D.; Simmons, H. E., Jr.; Carlsmith, L. A.; Vaughan, C. W. J. Am. Chem. Soc. 1953, 75, 3290), we would be remiss to not acknowledge that this structure was first proposed by Wittig in 1942 (Wittig, G. Naturwissenschaften 1942, 30, 696). In this report, Wittig proposes both the zwitterion and aryne structures as potential intermediates, favoring the zwitterion to explain the observed reactivity. Ultimately, the seminal 14C-labeling experiments by Roberts and co-workers provided the first evidence of the aryne structure of benzyne that is accepted today. We regret if the introductory statement of this review was misleading to the readers. It has also been brought to our attention that the literature reference for Scheme 70 has been omitted from the manuscript. The total synthesis of pseudopterosin A and E aglycon was reported by Buszek and Bixby in the following reference: Buszek, K. R.; Bixby, D. L. Tetrahedron Lett. 1995, 36, 9129−9132.

Published: July 3, 2018 © 2018 American Chemical Society

6924

DOI: 10.1021/acs.chemrev.8b00367 Chem. Rev. 2018, 118, 6924−6924