The enantioselective synthesis of (R)-(+)-6-isopropenyl-3-methyl-2-cycloheptenone

(R)-(+)-6-isopropenyl-3-methyl-2-cycloheptenone is synthesized from (R)-(-)-carvone by reduction and trialkylsilyl-enolether formation, cyclopropanation with methylene iodide and diethylzinc, followed by a Saegusa type oxidation with ferric chloride and finally dehydrochlorination with base. The title compound is obtained in five steps and 38% overall yield, being a useful chiron for guaiane sesquiterpene natural products.

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Bibliographic Details
Main Authors: Brocksom,Timothy J., Brocksom,Ursula, Barbosa,Fernanda P.
Format: Digital revista
Language:English
Published: Sociedade Brasileira de Química 2006
Online Access:http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532006000400023
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