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Stereospecific 1,4-addition reaction of sulfinylallyl anion: Synthesis of (±)-pentalenolactone e methyl ester

✍ Scribed by Duy H. Hua; M.Jo Coulter; Ibraheem Badejo

Book ID: 104228049
Publisher: Elsevier Science
Year: 1987
Tongue: French
Weight: 229 KB
Volume: 28
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)96755-8

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✦ Synopsis

Stereospecific 1,4-Addition reaction of lithiated sulfinylallyl anion and enone 2 provided the corresponding 1,4-y-adduct, 7. In seven steps, 7 was converted into octahydro-2methoxy-8,8-dimethylpentalenol[l,6a-c]pyran-5-(6~)-one (9) whose conversion into pentalenolactone E methyl ester (1) has been previously reported.

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