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. 2015 Feb 16;20(2):3335–3353. doi: 10.3390/molecules20023335

Scheme 3.

Scheme 3

Equatorial location of the hydroxy group in lactone 7a as the stereochemical consequence of microbial hydrolytic dehalogenation (similar to a SN2 mechanism) of chloro-3a, bromo-4a and iodolactone 5a proceeding with inversion at C-2.