Concise Total Synthesis and Stereochemical Revision of (+)-Naseseazines A and B: Regioselective Arylative Dimerization of Diketopiperazine Alkaloids
Name
Movassaghi_Concise total synthesis.pdf
Size
2.62 MB
Format
Adobe PDF
Checksum (MD5)
32809074704b8c94b8945644b3b00a70
Author(s) •
Kim, Justin
Movassaghi, Mohammad
Date Issued
August 2011
Journal
Journal of the American Chemical Society
Publisher
American Chemical Society (ACS)
Citation
Kim, Justin, and Mohammad Movassaghi. “Concise Total Synthesis and Stereochemical Revision of (+)-Naseseazines A and B: Regioselective Arylative Dimerization of Diketopiperazine Alkaloids.” Journal of the American Chemical Society 133, no. 38 (September 28, 2011): 14940-14943.
Version
Author's final manuscript
Abstract
Concise and enantioselective total syntheses of (+)-naseseazines A and B are described. Our regioselective and directed dimerization of diketopiperazines provides their critical C3–C[2 over sp] linkages, an assembly with plausible biogenetic relevance. We revise the absolute stereochemistry of (+)-naseseazines A and B.
MIT Department
Massachusetts Institute of Technology. Department of Chemistry
Terms of Use
Article is made available in accordance with the publisher's policy and may be subject to US copyright law. Please refer to the publisher's site for terms of use.
Persistent DSpace Link
DOI of Published Version
https://doi.org/10.1021/ja206743v