NDLI: Catalytic enantioselective syn hydration of enones in water using a DNA-based catalyst.

Please wait, while we are loading the content...

Catalytic enantioselective syn hydration of enones in water using a DNA-based catalyst.

Content Provider	Semantic Scholar
Author	Boersma, Arnold J. Coquière, David Geerdink, Danny Rosati, Fiora Feringa, Ben L. Roelfes, Gerard
Copyright Year	2010
Abstract	The enantioselective addition of water to olefins in an aqueous environment is a common transformation in biological systems, but was beyond the ability of synthetic chemists. Here, we present the first examples of a non-enzymatic catalytic enantioselective hydration of enones, for which we used a catalyst that comprises a copper complex, based on an achiral ligand, non-covalently bound to (deoxy)ribonucleic acid, which is the only source of chirality present under the reaction conditions. The chiral β-hydroxy ketone product was obtained in up to 82% enantiomeric excess. Deuterium-labelling studies demonstrated that the reaction is diastereospecific, with only the syn hydration product formed. So far, this diastereospecific and enantioselective reaction had no equivalent in conventional homogeneous catalysis.
File Format	PDF HTM / HTML
DOI	10.1038/nchem.819
PubMed reference number	20966958
Journal	Medline
Volume Number	2
Issue Number	11
Alternate Webpage(s)	https://www.rug.nl/research/portal/files/2554290/2010NatChemBoersma.pdf
Alternate Webpage(s)	http://www.rug.nl/research/portal/files/2554290/2010NatChemBoersma.pdf
Alternate Webpage(s)	https://www.rug.nl/research/portal/files/2554289/2010NatChemBoersmaSupp.pdf
Alternate Webpage(s)	http://www.rug.nl/research/portal/files/2554289/2010NatChemBoersmaSupp.pdf
Alternate Webpage(s)	https://doi.org/10.1038/nchem.819
Journal	Nature chemistry
Language	English
Access Restriction	Open
Content Type	Text
Resource Type	Article

Sl.	Authority	Responsibilities	Communication Details
1	Ministry of Education (GoI), Department of Higher Education	Sanctioning Authority	https://www.education.gov.in/ict-initiatives
2	Indian Institute of Technology Kharagpur	Host Institute of the Project: The host institute of the project is responsible for providing infrastructure support and hosting the project	https://www.iitkgp.ac.in
3	National Digital Library of India Office, Indian Institute of Technology Kharagpur	The administrative and infrastructural headquarters of the project	Dr. B. Sutradhar bsutra@ndl.gov.in
4	Project PI / Joint PI	Principal Investigator and Joint Principal Investigators of the project	Dr. B. Sutradhar bsutra@ndl.gov.in Prof. Saswat Chakrabarti will be added soon
5	Website/Portal (Helpdesk)	Queries regarding NDLI and its services	support@ndl.gov.in
6	Contents and Copyright Issues	Queries related to content curation and copyright issues	content@ndl.gov.in
7	National Digital Library of India Club (NDLI Club)	Queries related to NDLI Club formation, support, user awareness program, seminar/symposium, collaboration, social media, promotion, and outreach	clubsupport@ndl.gov.in
8	Digital Preservation Centre (DPC)	Assistance with digitizing and archiving copyright-free printed books	dpc@ndl.gov.in
9	IDR Setup or Support	Queries related to establishment and support of Institutional Digital Repository (IDR) and IDR workshops	idr@ndl.gov.in