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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| Authors: | Fairlamb Ian J S Grant Stephanie Grogan Gideon Maddrell David A Nichols Josephine C |
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| Affiliation: | Department of Chemistry, University of York, Heslington, York, UKYO10 5DD. ijsf1@york.ac.uk |
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| 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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