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Fridamycin

8 EPOXIDE HYDROLASES AND THEIR APPLICATION IN ORGANIC SYNTHESIS [Pg.216]


Interestingly, ring opening to the aldehyde 68 occurred on attempted aromatization of adduct 67 with either acid or base. Similar ring openings have also been observed with several natural products (e.g., aquayamycin 4 [65]) and establish the link to related open chain natural products such as the fridamycins and vineomycin B2 [3]. [Pg.139]

A total synthesis of the antibiotic (K)-fridamycin E was accomplished using as a key chiral building block, the (S)-diol product obtained through EH-catalyzed kinetic resolution of 2-methyl-2-(oct-2-yn-l-yl)oxirane, followed by stereoinversion of the remaining (K)-epoxide by subsequent chemical hydrolysis (Figure 8.51). The biocatalytic kinetic resolution (E-value = 66) was performed with lyophilized cells of Methylobacterium sp. FCC 031. Chemical hydrolysis of the remaining... [Pg.215]


See other pages where Fridamycin is mentioned: [Pg.352]    [Pg.388]    [Pg.664]    [Pg.681]    [Pg.691]    [Pg.215]    [Pg.215]    [Pg.221]    [Pg.352]    [Pg.388]    [Pg.664]    [Pg.681]    [Pg.691]    [Pg.215]    [Pg.215]    [Pg.221]   
See also in sourсe #XX -- [ Pg.389 ]




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