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Palladium-catalyzed borylation of l-tyrosine triflate derivative with pinacolborane: practical route to 4-borono-l-phenylalanine (l-BPA) derivatives

✍ Scribed by Shinya Iimura; Wenxue Wu


Publisher
Elsevier Science
Year
2010
Tongue
French
Weight
486 KB
Volume
51
Category
Article
ISSN
0040-4039

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✦ Synopsis


Efficient palladium-catalyzed borylation of protected L-tyrosine triflate with pinacolborane was achieved despite previous reports to the contrary. In addition to the use of an inexpensive boron source, the reaction was carried out in the presence of only 0.5 mol % palladium catalyst. Furthermore, the borylation can be performed using pinacolborane prepared in situ from pinacol and borane-diethylaniline complex. This represents a practical entry to 4-borono-L-phenylalanine (L-BPA) derivatives.