Anisoles reductive silylation

Estradiol bis(trimethylsilyl) ether (235 Scheme 50) has been converted into a diasteromeric mixture of adducts (236) which were hydrolyzed by aqueous acetic acid to a mixture of the isomeric enones (237 36% yield) and (238 9% yield).This provides an especially direct route for the introduction of functionality at C-1, which would otherwise require a multistep sequence. Reductive silylation has also been used to convert anisole into enone (239)which, following a kinetic resolution, has been used in an en-antioselective synthesis of (-i-)-a-curcumene (240 Scheme 51). The silyl substituent was employed to control the stereochemical and regiochemical aspects of subsequent steps. 

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See also in sourсe #XX -- [ ]

See also in sourсe #XX -- [ , ]

See also in sourсe #XX -- [ , ]

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