Method of Preparing a Ring Compound Having Two Adjacent Chiral Centers
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United States of America Patent
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Issued Date -
Nov 29, 2007
app pub date -
Apr 19, 2004
filing date -
Apr 25, 2003
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Abstract
A method of synthesizing a chiral compound having a quaternary carbon atom bearing diastereotopic groups from (a) a nitroolefin and (b) an .alpha.-substituted .beta.-dicarbonyl or an equivalent compound having an acidic C--H moiety compound is disclosed. A subsequent intramolecular reaction between one of the substituents comprising the stereogenic carbon atom and one of the diastereotopic groups comprising the quaternary carbon atom creates a new compound having two contiguous stereogenic centers, one of which is quaternary, with control over the relative stereochemistry.
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