AI Article Synopsis
- The study highlights the successful engineering of a fatty acid hydratase that enables the efficient addition of water to unactivated alkenes, which can help produce chiral alcohols more easily.
- The process uses a carboxylic acid decoy to activate the oleate hydratase from E. meningoseptica for this reaction.
- The results show impressive conversion rates of up to 93%, with excellent enantio- and regioselectivity, indicating a significant advancement in asymmetric hydration methods.
Article Abstract
The direct enantioselective addition of water to unactivated alkenes could simplify the synthesis of chiral alcohols and solve a long-standing challenge in catalysis. Here we report that an engineered fatty acid hydratase can catalyze the asymmetric hydration of various terminal and internal alkenes. In the presence of a carboxylic acid decoy molecule for activation of the oleate hydratase from E. meningoseptica, asymmetric hydration of unactivated alkenes was achieved with up to 93 % conversion, excellent selectivity (>99 % ee, >95 % regioselectivity), and on a preparative scale.
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| http://www.ncbi.nlm.nih.gov/pmc/articles/PMC6471033 | PMC |
| http://dx.doi.org/10.1002/anie.201810005 | DOI Listing |
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