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US 11,465,966 B2Granted
Cyclopropanation method
AssigneeOkinawa Institute of Science and Technology School Corporation
InventorEugene Khaskin
Life of this patent
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Abstract
A cyclopropanation method includes reacting an alcohol, an ester, or an aldehyde with a sulfone in an organic solvent containing a base providing a counter cation to form a cyclopropane; and isolating the cyclopropane. When using the alcohol or ester, the organic solvent further contains a catalyst having an alcohol dehydrogenation activity.
Claims26
A cyclopropanation method, comprising:
- reacting an alcohol, an ester, or an aldehyde with a phenyl sulfone in an organic solvent containing a base providing a counter cation to form a cyclopropane;
- and,
- isolating the cyclopropane;
- wherein,
- the aldehyde is paraformaldehyde or R3CHO, in which R3 is hydrogen, alkyl, or cycloalkyl, and the alkyl is optionally intervened by oxygen, sulfur, or nitrogen;
- R3 is saturated or unsaturated, provided that a double bond does not exist between a β carbon and a γ carbon of the aldehyde;
- R3 is unsubstituted or substituted with at least one substituent selected from the group consisting of alkyl, cycloalkyl, heterocycloalkyl, aryl, and heteroaryl, provided that the α carbon of the alcohol is unsubstituted;
- the substituent is further substituted or unsubstituted when the aldehyde is reacted;
- and,
- the organic solvent further contains a catalyst having an alcohol dehydrogenation activity when the alcohol or the ester is reacted.
7 more elements
Dependencies are inferred from the claim text.