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Bifunctionalized allenes. Part XIII. A convenient and efficient method for regioselective synthesis of phosphorylated α-hydroxyallenes with protected and unprotected hydroxy group. | LitMetric
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Bifunctionalized allenes. Part XIII. A convenient and efficient method for regioselective synthesis of phosphorylated α-hydroxyallenes with protected and unprotected hydroxy group.

Ismail E Ismailov Ivaylo K Ivanov Valerij Ch Christov

Molecules

Department of Organic Chemistry & Technology, Faculty of Natural Sciences, Konstantin Preslavsky University of Shumen, 115, Universitetska Str., BG-9712 Shumen, Bulgaria.

Published: May 2014

The paper describes a convenient and efficient method for regioselective synthesis of phosphorylated α-hydroxyallenes using an atom economical [2,3]-sigmatropic rearrangement of intermediate propargyl phosphites or phosphinites. These can be readily prepared via reaction of protected alkynols with dimethyl chlorophosphite or chlorodiphenyl phosphine respectively in the presence of a base.

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 Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC6271065PMC
http://dx.doi.org/10.3390/molecules19056309DOI Listing

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