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Enantioselective Ro...
Enantioselective Route to Ketones and Lactones from Exocyclic Allylic Alcohols via Metal and Enzyme Catalysis
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- Warner, Madeleine C. (author)
- Stockholms universitet,Institutionen för organisk kemi
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- Nagendiran, Anuja (author)
- Stockholms universitet,Institutionen för organisk kemi
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- Bogár, Krisztián (author)
- Stockholms universitet,Institutionen för organisk kemi
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- Bäckvall, Jan-E. (author)
- Stockholms universitet,Institutionen för organisk kemi
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(creator_code:org_t)
- 2012-09-24
- 2012
- English.
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In: Organic Letters. - : American Chemical Society (ACS). - 1523-7060 .- 1523-7052. ; 14:19, s. 5094-5097
- Related links:
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https://urn.kb.se/re...
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https://doi.org/10.1...
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Abstract
Subject headings
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- A general and efficient route for the synthesis of enantiomerically pure a-substituted ketones and the corresponding lactones has been developed. Ruthenium- and enzyme-catalyzed dynamic kinetic resolution (DKR) with a subsequent Cu-catalyzed alpha-allylic substitution are the key steps of the route. The a-substituted ketones were obtained in high yields and with excellent enantiomeric excess. The methodology was applied to the synthesis of a naturally occurring caprolactone, (R)-10-methyl-6-undecanolide, via a subsequent Baeyer-Villiger oxidation.
Subject headings
- NATURVETENSKAP -- Kemi -- Organisk kemi (hsv//swe)
- NATURAL SCIENCES -- Chemical Sciences -- Organic Chemistry (hsv//eng)
Publication and Content Type
- ref (subject category)
- art (subject category)
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