Catalyst-controlled regio- and stereoselective synthesis of diverse 12H-6,12-methanodibenzo[d,g][1,3]dioxocines

Title
Catalyst-controlled regio- and stereoselective synthesis of diverse 12H-6,12-methanodibenzo[d,g][1,3]dioxocines
Author(s)
이용록하립개채홍운
Keywords
A-TYPE PROANTHOCYANIDINS; DIELS-ALDER REACTION; ONE-POT SYNTHESIS; ORGANOCATALYTIC CASCADE REACTIONS; CONCISE TOTAL-SYNTHESIS; ALPHA,BETA-UNSATURATED ALDEHYDES; NATURAL-PRODUCTS; FACILE SYNTHESIS; CONVENIENT SYNTHESIS; DOMINO REACTIONS
Issue Date
201407
Publisher
ROYAL SOC CHEMISTRY
Citation
ORGANIC & BIOMOLECULAR CHEMISTRY, v.12, no.25, pp.4386 - 4396
Abstract
We describe an efficient one-pot regio- and stereoselective method for synthesizing diverse 1-hydroxy-12H-6,12-methanodibenzo[d,g][1,3]dioxocines and 3-hydroxy-12H-6,12-methanodibenzo[d, g][1,3] dioxocines using ethylenediammonium diacetate (EDDA) or p-toluenesulfonic acid (PTSA) catalyzed reactions between various resorcinols and a number of 2-hydroxychalcones. These reactions involve a catalyst-controlled cascade Michael-type reaction/double cyclization process. Importantly, these reactions provide a rapid synthetic route to the production of biologically interesting complex molecules that are generally prepared using multi-step reactions.
URI
http://hdl.handle.net/YU.REPOSITORY/31555http://dx.doi.org/10.1039/c4ob00691g
ISSN
1477-0520
Appears in Collections:
공과대학 > 화학공학부 > Articles
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