Journal of Organic Chemistry p. 3846 - 3856 (1980)
Update date:2022-07-29
Topics:
Heathcock, Clayton H.
Young, Steven D.
Hagen, James P.
Pirrung, Michael C.
White, Charles T.
VanDerveer, Don
The stereochemistry of addition of lithium enolates derived from esters and ketones to the α-alkoxy aldehydes 1-5 has been investigated.In all cases, the predominant product is that predicted by application of Felkin's model for asymmetric induction and by assuming the alkoxy group to be the "large" group.The Cram cyclic model for asymmetric induction is not followed.Stereostructures have been assigned by a combination of conversion to products of known stereostructure, 13C and 1H NMR correlations, and single-crystal X-ray analysis.
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Doi:10.1016/S0040-4039(00)71519-X
(1980)Doi:10.1007/BF00950287
(1981)Doi:10.1016/S0008-6215(00)85380-X
(1980)Doi:10.1016/S0040-4039(00)92730-8
(1980)Doi:10.1007/BF00561344
(1980)Doi:10.1016/S0040-4039(00)71450-X
(1980)
