An Improved Synthetic Method for Both Enantiomers of Tricyclo[5.2.1.02,6]deca-4,8-dien-3-one by Means of Chemoenzymatic Dissymmetrization of a meso-Compound

Oxford University Press (OUP) - Tập 22 Số 11 - Trang 1919-1922 - 1993
Masayuki Sato1, H. HATTORI1, Masayuki Murakami1, Chikara Kaneko1
1Pharmaceutical Institute, Tohoku University

Tóm tắt

Abstract Diels-Alder reaction of cis-1,4-diacetoxy-2-cyclopentene with cyclopentadiene gave a tricyclo[5.2.1.02,6]decene derivative stereoselectiviely. The titled dienone useful for enantioselective synthesis of cyclopentanoids and other natural products has been efficiently prepared from the adduct by means of dissymmetrization with lipase-catalyzed acetylation.

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