Please use this identifier to cite or link to this item: https://hdl.handle.net/10356/142696
Title: NHC catalyzed enantioselective Coates-Claisen rearrangement : a rapid access to the dihydropyran core for oleuropein based secoiridoids
Authors: Vedachalam, Seenuvasan
Murugesh, Nithya
Chakraborty, Priyanka
Karvembu, Ramasamy
Liu, Xue-Wei
Keywords: Science::Chemistry
Issue Date: 2018
Source: Vedachalam, S., Murugesh, N., Chakraborty, P., Karvembu, R., & Liu, X.-W. (2018). NHC catalyzed enantioselective Coates-Claisen rearrangement : a rapid access to the dihydropyran core for oleuropein based secoiridoids. New Journal of Chemistry, 42(3), 1832-1839. doi:10.1039/c7nj04057a
Journal: New Journal of Chemistry
Abstract: We present the short synthesis of the suitably functionalized enantioselective dihydropyran core of secoiridoids using an N-heterocyclic carbene (NHC) catalyzed Coates-Claisen rearrangement mechanism. The key steps of the synthesis are (i) the highly enantioselective NHC catalyzed Coates-Claisen rearrangement for the dihydropyran core, (ii) the assembly of the target dihydropyran core structure of oleuropein from a highly diastereoselective exocyclic trans alkene, and (iii) the highly stereoselective assembly of a monoterpene elenolide core structure.
URI: https://hdl.handle.net/10356/142696
ISSN: 1144-0546
DOI: 10.1039/c7nj04057a
Rights: © 2018 The Royal Society of Chemistry and the Centre National de la Recherche Scientifique. All rights reserved.
Fulltext Permission: none
Fulltext Availability: No Fulltext
Appears in Collections:SPMS Journal Articles

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