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Ketone, ethyl cyclohexyl lithium enolates

Masamune and coworkers have examined the facial selectivity of the (Z)-lithium enolates of 3-penta-none and ethyl cyclohexyl ketone with a series of P-alkoxy aldehydes having stereocenters at both the a-and p-position (equation 110 Table 18). In the six-mernbered chelate, the methyl and R groups are on the same side of the ring, and it may be seen from the data in Table 18 that the nature of R influences the facial preference of the chiral aldehyde. Another example of this effect is seen in equation (54). [Pg.221]




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Cyclohexyl

Cyclohexyl-ethyl

Cyclohexylation

Enol ketones

Enolate lithium

Enolates ethyl

Enolates lithium

Enols ketonization

Ethyl ketones

Ethyl lithium

Ketone enolate

Ketone enolates

Ketones enolization

Ketonization-enolization

Lithium ketones

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