NDLI: Efficient access to enantiomerically pure cyclic α-amino esters through a lipase-catalyzed kinetic resolution

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

Efficient access to enantiomerically pure cyclic α-amino esters through a lipase-catalyzed kinetic resolution

Content Provider	PubMed Central
Author	Sergio, Alatorre-santamaría María, Rodriguez-mata Vicente, Gotor-fernández Mattos, Marcos Carlos De Sayago, Francisco J. Jiménez, Ana I. Cativiela, Carlos Gotor, Vicente
Copyright Year	2008
Abstract	A series of α-amino acid derivatives containing the 2,3-dihydroindole or octahydroindole core have been chemoenzymatically synthesized in good overall yields and high enantiomeric purity under mild reaction conditions using lipases for the introduction of chirality. Candida antarctica lipase type A has shown excellent activity and high enantiodiscrimination ability towards the two cyclic amino esters used as substrates. The selectivity of the process proved to be greatly dependent on the alkoxycarbonylating agent. Thus, the enzymatic kinetic resolution of methyl indoline-2-carboxylate has been successfully achieved using 3-methoxyphenyl allyl carbonate, whereas (2R,3aR,7aR)-benzyl octahydroindole-2-carboxylate required the less reactive diallyl carbonate.
Related Links	http://dx.doi.org/10.1016/j.tetasy.2008.06.010
Starting Page	1714
File Format	PDF
ISSN	09574166
e-ISSN	1362511X
Journal	Tetrahedron, asymmetry
Issue Number	14
Volume Number	19
Language	English
Publisher Date	2008-07-01
Access Restriction	Open
Subject Keyword	Physical and Theoretical Chemistry Inorganic Chemistry Organic Chemistry Catalysis Research in Higher Education
Content Type	Text
Resource Type	Article
Subject	Organic Chemistry Physical and Theoretical Chemistry Catalysis Inorganic Chemistry

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