
Journal of the American Chemical Society p. 6936 - 6942 (1990)
Update date:2022-08-05
Topics:
Nakayama, Kensaku
Thompson, Wayne J.
A general methodology for the preparation of both enantiomers of a variety of trialkyl phosphates with enantiomeric excesses ranging from 87 to 92% is described. Bis(2,4-dichlorophenyl) phosphoramidates bearing a 2-substituted pyrrolidine moiety as the chiral auxiliary are prepared and examined for their stereoselectivity. Considerations based on both the absolute configuration of the product phosphates as well as the X-ray structural determination of one of the bis(2,4-dichlorophenyl) phosphoramidates suggest these substitutions occur with preponderant inversion of configuration at phosphorus.
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Doi:10.1016/j.bmcl.2011.02.041
(2011)Doi:10.1002/asia.201000681
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(1990)Doi:10.1021/jm101459g
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(1990)