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A one-pot remote allylic hydroxylation and Baeyer-Villiger oxidation of a bicyclo[3.2.0]hept-2-en-6-one by Cunninghamella echinulata NRRL 3655

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JournalOrganic and Biomolecular Chemistry
DatePublished - 2004
Issue number13
Volume2
Number of pages3
Pages (from-to)1831-1833
Original languageEnglish

Abstract

7-exo-Methyl-7-endo-phenylbicyclo[3.2.0]hept-2-en-6-one 3 undergoes Baeyer-Villiger and allylic oxidation, to yield novel hydroxylactone 8 in good yield by Cunninghamella echinulata NRRL 3655, representing a one step biocatalytic access to a cyclopentanoid scaffold with three chiral centers. Interesting, allylic oxidation occurs with transposition of the double bond.

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  • CHEMOENZYMATIC SYNTHESIS

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