Publication Date:
2013-10-17
Description:
A short and efficient approach for the total synthesis of two novel cytotoxic hydroquinones, lanneaquinol ( 1 ) and ( R )-2′-hydroxylanneaquinol ( 2 ) isolated from the organic extract of the plant Lannea welwitschii , has been developed. Enantioselective organocatalytic McMillan hydroxylation has been successfully utilized for the creation of the stereogenic center bearing the OH group of ( R )-2′-hydroxylanneaquinol ( 2 ). The hydroquinone core was constructed through the alkylation of cyclohexane-1,4-dione with a corresponding aldehyde. Both hydroquinone natural products can be synthesized by a mere change in the synthetic strategy.
Print ISSN:
0018-019X
Electronic ISSN:
1522-2675
Topics:
Chemistry and Pharmacology
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