The intramolecular diels-alder reactions of ( E)- and ( Z)-methyl 5-12-methyl-4-(trihethylsilyloxy)-2,4-cyclopentadienyl]-2-pentenoate. A stereoselective synthesis of (±)-sativene

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The intramolecular Diels-Alder reactions of ( E)- and ( Z)-trime-thylsilyl cyclopentadienyl ethers, ( E)- 6a and ( 2)- 6a , proceed with excellent stereo- and regioselectivity. Starting from the tricyclic keto ester 8 , available from the former reaction, a stereoselective synthesis of (±)-sativene ( 26 ) is described.