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Ring-opening metathesis of some strained bicyclic systems; stereocontrolled access to diolefinated saturated heterocycles with multiple stereogenic centers

Benke, Zsanett Amália and Nonn, Melinda and Kardos, Márton and Fustero, Santos and Kiss, Loránd (2018) Ring-opening metathesis of some strained bicyclic systems; stereocontrolled access to diolefinated saturated heterocycles with multiple stereogenic centers. BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, 14. pp. 2698-2707. ISSN 1860-5397

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Abstract

Ring-opening metathesis (ROM) of various unsaturated, constrained bicyclic ring systems has been investigated with the use of commercial ruthenium-based catalysts. Starting from various cyclodienes, the corresponding derived bicyclic lactone, lactam, and isoxazoline derivatives were submitted to ROM under ethenolysis. These functionalized, strained bicyclic systems afforded novel highly-functionalized diolefinated heterocyclic scaffolds in ROM reactions with stereocontrol, through the conservation of the configuration of the stereogenic centers of the starting compounds.

Item Type: Article
Additional Information: Funding Agency and Grant Number: Hungarian Research Foundation (NKFIH) [K 119282]; EU [EFOP-3.6.1-16-2016-00008]; [GINOP-2.3.2-15-2016-00038] Funding text: We are grateful to the Hungarian Research Foundation (NKFIH No. K 119282) for financial support. The financial support of the GINOP-2.3.2-15-2016-00038 project is also acknowledged. This research was supported by the EU-funded Hungarian grant EFOP-3.6.1-16-2016-00008.
Uncontrolled Keywords: DERIVATIVES; AMINO-ACIDS; POLYMERIZATION; HETEROCYCLES; CATALYSTS; ring opening; DRUG DISCOVERY; FUNCTIONALIZATION; metathesis; Diversity-oriented synthesis; OLEFIN CROSS-METATHESIS;
Subjects: Q Science / természettudomány > QD Chemistry / kémia > QD04 Organic chemistry / szerves kémia
SWORD Depositor: MTMT SWORD
Depositing User: MTMT SWORD
Date Deposited: 10 Sep 2019 13:54
Last Modified: 10 Sep 2019 13:54
URI: http://real.mtak.hu/id/eprint/98997

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