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Chiral acylsilanes rearrangement

Notably, the asymmetric Claisen rearrangement of ci j-allylic ot-(trimethylsilyl)vinyl ethers with the chiral aluminum reagent produced optically active acylsilanes with the same absolute configuration as those from trans-allylic a-(trimethylsilyl)vinyl ethers (eq 5). ... [Pg.144]

Scheme 6.19 Enantioselective cyanation/Brook rearrangement/C-acylation of acylsilanes catalyzed hy chiral metal alkoxides. Scheme 6.19 Enantioselective cyanation/Brook rearrangement/C-acylation of acylsilanes catalyzed hy chiral metal alkoxides.
Johnson s group developed a catalytic asymmetric cyanation/1,2-Brook rearrangement/C-acylation of acylsilanes with cyanoformates (Scheme 19.14). In the presence of (i ,/ )-(salen)Al 19, the corresponding cyanohydrin trimethylsilyl ethers of a-keto esters were obtained in moderate to good enantioselectivities (61-82% enantiomeric excess). Access to chiral (silyloxy)nitrile anions is facilitated by metal cyanide-promoted Brook rearrangement reaction of acylsilanes. [Pg.176]

See other pages where Chiral acylsilanes rearrangement is mentioned: [Pg.144]    [Pg.850]    [Pg.850]    [Pg.615]    [Pg.991]    [Pg.217]    [Pg.814]    [Pg.467]   
See also in sourсe #XX -- [ Pg.1633 , Pg.1634 ]

See also in sourсe #XX -- [ Pg.1633 , Pg.1634 ]



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