@article{c456203a9f8a46d6b622d6f7ae5689af,
title = "Donor-Acceptor-Acceptor 1,3-Bisdiazo Compounds: An Exploration of Synthesis and Stepwise Reactivity",
abstract = "Metal carbenes, derived from the decomposition of diazo compounds, are valued for their capacity to perform a variety of transformations. A unique class of acyclic, bis-diazo compounds, the donor-acceptor-acceptor 1,3-bisdiazo compounds, are described herein. These compounds are available from acyclic β-keto esters and especially reactive at the donor-acceptor diazo unit. These bisdiazo compounds react smoothly with rhodium acetate and alcohols to give monodiazo, cyclic orthoesters, presumably through the capture of a transient oxonium ylide.",
author = "Abrams, {Dylan J.} and Davies, {Huw M.L.} and Sorensen, {Erik J.}",
note = "Funding Information: Financial support was provided by the NSF under the CCI Center for Selective C–H Functionalization (CHE-1700982). We thank Dr. Istvan Pelzcer (Princeton) for his assistance with analyzing complex NMR spectra and with performing N NMR analysis. We thank Dr. Philip Jeffrey (Princeton) for assistance with X-ray crystallographic analysis of 10a and 13 . We thank Dr. John Eng (Princeton) for assistance with performing high-resolution mass spectral analyses. We thank Dr. Henry Gingrich (Princeton) for assistance with obtaining melting points. We gratefully acknowledge Princeton University and a Taylor Fellowship (D.J.A.) from the Department of Chemistry, Princeton University, for support of this work. 15 Publisher Copyright: Copyright {\textcopyright} 2020 American Chemical Society.",
year = "2020",
month = mar,
day = "6",
doi = "10.1021/acs.orglett.0c00103",
language = "English (US)",
volume = "22",
pages = "1791--1795",
journal = "Organic Letters",
issn = "1523-7060",
publisher = "American Chemical Society",
number = "5",
}