66386-66-1Relevant academic research and scientific papers
A Direct Arylation-Cyclisation Reaction for the Construction of Medium-Sized Rings
Whitaker, Daniel,Batuecas, María,Ricci, Paolo,Larrosa, Igor
, p. 12763 - 12766 (2017)
A strategy for assembling biaryls linked through a medium-sized ring is herein presented. π-Complexation of fluoroarenes to chromium tricarbonyl activates the molecule towards both C?H activation and nucleophilic aromatic substitution without covalently a
Lipase-mediated resolution of substituted 2-aryl-propanols: Application to the enantioselective synthesis of phenolic sesquiterpenes
Serra, Stefano
experimental part, p. 619 - 628 (2011/07/08)
A comprehensive study of the lipase-mediated resolution of substituted 2-aryl-propanols is reported. The latter alcohols were submitted to the irreversible acetylation catalyzed either by PPL, CRL, or lipase PS. The enantioselectivity of these transformations was dependent on the type of lipase used. The type of substituents and particularly their position on the aromatic ring strongly affected the selectivity of the reaction. The experiments described prove that PPL is the more versatile lipase catalyzing the acetylation with an enantiomeric ratio (E) value that ranges from 1 up to 144, depending on the substrate used. Conversely, the same transformations were catalyzed by CRL and lipase PS with an enantiomeric ratio value, which is always less than 5. The remarkable behavior of PPL was exploited in the large scale resolution of some substituted 2-aryl-propanols whose enantiomeric forms are relevant building blocks in the enantioselective synthesis of phenolic sesquiterpenes. By these means, the synthesis of (S)-turmeronol B and the formal syntheses of (R)-curcumene, (R)-curcuphenol, (R)-xanthorrhizol, and (R)-curcuhydroquinone were accomplished.
Synthesis of indolines via a domino Cu-catalyzed amidation/cyclization reaction
Minatti, Ana,Buchwald, Stephen L.
supporting information; experimental part, p. 2721 - 2724 (2009/05/27)
(Chemical Equation Presented) A highly efficient one-pot procedure for the synthesis of indolines and their homologues based on a domino Cu-catalyzed amidation/nucleophilic substitution reaction has been developed. Substituted 2-iodophenethyl mesylates and related compounds afforded the corresponding products in excellent yields. No erosion of optical purity was observed when transforming enantiomerically pure mesylates under the reaction conditions.
