ORTHO-LITHIATION OF PHENOLS USING THE BIS(DIMETHYLAMINO)PHOSPHORYL GROUP AS A DIRECTING GROUP

Mitsuaki WATANABE; Mutsuhiro DATE; Kenji KAWANISHI; Masao TSUKAZAKI; Sunao FURUKAWA

doi:10.1248/cpb.37.2564

Mitsuaki WATANABE, Mutsuhiro DATE, Kenji KAWANISHI, Masao TSUKAZAKI, Sunao FURUKAWA

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Keywords: lithiation, phenol, bis(dimethylamino)phosphoryl group, phosphate, aryl tetramethylphosphorodiamidate

JOURNAL FREE ACCESS

1989 Volume 37 Issue 9 Pages 2564-2566

DOI https://doi.org/10.1248/cpb.37.2564

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Abstract

Aryl tetramethylphosphorodiamidates were effectively lithiated with sec-BuLi at -105°C to give ortho-lithiated species which provide ortho-substituted phosphates by treatment with a variety of electrophiles.

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