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Wang J, Rainier JD. Reactivity of vinyl phosphonate containing diazoesters: formation, reactivity, and utility. Org Lett. 2014;17(2):266-9doi: 10.1021/ol5033514.
Wang, J., & Rainier, J. D. (2015). Reactivity of vinyl phosphonate containing diazoesters: formation, reactivity, and utility. Organic letters, 17(2), 266-9. https://doi.org/10.1021/ol5033514
Wang, Jin, and Rainier, Jon D. "Reactivity of vinyl phosphonate containing diazoesters: formation, reactivity, and utility." Organic letters vol. 17,2 (2015): 266-9. doi: https://doi.org/10.1021/ol5033514
Wang J, Rainier JD. Reactivity of vinyl phosphonate containing diazoesters: formation, reactivity, and utility. Org Lett. 2015 Jan 16;17(2):266-9. doi: 10.1021/ol5033514. Epub 2014 Dec 23. PMID: 25534147.
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Org Lett. 2015 Jan 16;17(2):266-9. doi: 10.1021/ol5033514. Epub 2014 Dec 23.

Reactivity of vinyl phosphonate containing diazoesters: formation, reactivity, and utility.

Organic letters

Jin Wang, Jon D Rainier

Affiliations

  1. Department of Chemistry University of Utah Salt Lake City, Utah 84112, United States.

PMID: 25534147 DOI: 10.1021/ol5033514

Abstract

Treatment of diazo vinyl phosphonate with alcohols, amines, and thiols in the presence of Rh(II) results in the chemo- and stereoselective generation of enol ethers, enamines and vinyl sulfides via an X-H insertion process. The utility of the products from these reactions was demonstrated through their conversion into quaternary substituted heterocycles including furans and oxetanes as highlighted by the generation of a bicyclic phosphonate analogue of neodysiherbaine.

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