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Phosphinamide-directed benzylic lithiation. Application to the synthesis of peptide building blocks
dc.contributor.author | Oña Burgos, Pascual | |
dc.contributor.author | Fernández de las Nieves, Ignacio | |
dc.contributor.author | Iglesias Valdés-Solís, María José | |
dc.contributor.author | García-Granda, Santiago | |
dc.contributor.author | López Ortiz, Fernando | |
dc.date.accessioned | 2013-01-30T10:21:02Z | |
dc.date.available | 2013-01-30T10:21:02Z | |
dc.date.issued | 2008 | |
dc.identifier.citation | Organic Letters, 10 (4), p. 537-540 (2008); doi:10.1021/ol7028096 | spa |
dc.identifier.issn | 1523-7060 | |
dc.identifier.uri | http://hdl.handle.net/10651/10820 | |
dc.description.abstract | N-Benzyldiphenylphosphinamides are deprotonated at the NCα position diastereospecifically upon treatment with t-BuLi in diethyl ether at low temperature. The reaction of the anions with alkyl, acyl, and tin halides, aliphatic and aromatic aldehydes, and Michael acceptors allowed installation of a variety of functional groups into the benzylic arm in excellent yields. Cleavage of the P−N linkage affords 1,2-amino alcohols and α-, β-, and γ-amino acids. | spa |
dc.format.extent | p. 537-540 | spa |
dc.language.iso | eng | |
dc.relation.ispartof | Organic Letters | spa |
dc.rights | (c) American Chemical Society | |
dc.source | WOK | spa |
dc.title | Phosphinamide-directed benzylic lithiation. Application to the synthesis of peptide building blocks | spa |
dc.type | journal article | |
dc.identifier.local | 1099 | spa |
dc.identifier.doi | 10.1021/ol7028096 | |
dc.relation.publisherversion | http://dx.doi.org/10.1021/ol7028096 | spa |
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