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ChemInform Abstract: Stereoselectivity of the (-)-Dimenthyl Malonate Addition to α,. beta.-Unsaturated Ketones.

✍ Scribed by L. SEBO; J. ALFOELDI; G. RIHS; S. TOMA

Publisher
John Wiley and Sons
Year
2010
Weight
32 KB
Volume
28
Category
Article
ISSN
0931-7597

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✦ Synopsis

1997 stereochemistry stereochemistry (general, optical resolution) O 0030 20 -033 Stereoselectivity of the (-)-Dimenthyl Malonate Addition to α,. beta.-Unsaturated Ketones.

-The diastereoselectivity in the Michael addition of dimenthyl malonate (II) to some reactive enones varies from 55 to 75% depending on the structure of the starting enone. In some cases, the predominating diastereomers are isolated in pure state by careful crystallization. X-ray analysis of the pure diastereomer (V) allows to assign the absolute configuration R at the newly created asymmetric carbon atom. -(SEBO, L.;

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