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Secondary amine functionality, mesylation

Fukuyama also presented an alternative route to the advanced intermediate 114 as shown in Scheme 18 with an early introduction of the protected amino functionality. Reaction of y-butyrolactone with the Grignard reagent derived from 1,4-dibromobutane (120) afforded diol 121. Mesylation of the primary hydroxyl functionality with concomitant elimination of the tertiary one was followed by reaction with methylamine and protection of the resulting secondary amine to give alkene 122. Ozonolysis of the double bond in 122 and subsequent intramolecular aldol condensation of the resulting ketoaldehyde afforded cycohexenone 123. Rubottom oxidation and acetylation gave 124, which served as substrate in the lipase-... [Pg.57]

See other pages where Secondary amine functionality, mesylation is mentioned: [Pg.441]    [Pg.602]    [Pg.523]    [Pg.126]    [Pg.509]    [Pg.20]    [Pg.280]    [Pg.942]    [Pg.94]    [Pg.277]    [Pg.94]    [Pg.183]    [Pg.121]    [Pg.182]    [Pg.9]    [Pg.67]   
See also in sourсe #XX -- [ Pg.602 ]



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Amination secondary

Amines functionality

Amines functions

Amines secondary

Functional amine

Functionalized amines

Mesylate

Mesylation

Secondary Functions

Secondary amine functionality

Secondary mesylate

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