Tetrahedron p. 7165 - 7172 (1992)
Update date:2022-08-03
Topics:
Emmer, Gerhard
Treatment of α-diazo β-ketoester 4 with a catalytic amount of rhodium (II) acetate followed by Wittig reaction with phosphorane 5 gave the isomeric phenylthioester derivative 6a and 6b. Reduction of 6a led to the corresponding allylic alcohol 7, which was further converted into the bromide 8. Dehalogenation of 8 with NaBH4/ DMF resulted in compound 9, which was deprotected with trifluoroacetic acid, giving racemic polyoximic acid (1).
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Doi:10.1021/jm500879a
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(2013)Doi:10.1007/s00726-012-1234-x
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(2013)Doi:10.1002/jccs.201800320
(2019)Doi:10.1016/0040-4039(92)89008-Z
(1992)
