64991-07-7Relevant academic research and scientific papers
Copper-catalyzed diesterification of 1,3-diene for the synthesis of allylic diester compounds
Qian, Bo,Xiong, Haigen,Zhu, Nengbo,Ye, Changqing,Jian, Wujun,Bao, Hongli
, p. 3400 - 3403 (2016)
A novel and atom economical copper-catalyzed diesterification of 1,3-dienes has been developed; the available allylic diester derivatives, which are the important intermediates for the synthesis of natural products, were attained with moderate to good yields. Preliminary mechanistic study suggests that allylic radical might be involved in this transformation.
Enantioselective functionalization of allylic C-H bonds following a strategy of functionalization and diversification
Sharma, Ankit,Hartwig, John F.
supporting information, p. 17983 - 17989 (2014/01/06)
We report the enantioselective functionalization of allylic C-H bonds in terminal alkenes by a strategy involving the installation of a temporary functional group at the terminal carbon atom by C-H bond functionalization, followed by the catalytic diversification of this intermediate with a broad scope of reagents. The method consists of a one-pot sequence of palladium-catalyzed allylic C-H bond oxidation under neutral conditions to form linear allyl benzoates, followed by iridium-catalyzed allylic substitution. This overall transformation forms a variety of chiral products containing a new C-N, C-O, C-S, or C-C bond at the allylic position in good yield with a high branched-to-linear selectivity and excellent enantioselectivity (ee ≤97%). The broad scope of the overall process results from separating the oxidation and functionalization steps; by doing so, the scope of nucleophile encompasses those sensitive to direct oxidative functionalization. The high enantioselectivity of the overall process is achieved by developing an allylic oxidation that occurs without acid to form the linear isomer with high selectivity. These allylic functionalization processes are amenable to an iterative sequence leading to (1,n)-functionalized products with catalyst-controlled diastereo- and enantioselectivity. The utility of the method in the synthesis of biologically active molecules has been demonstrated.
Copper-catalyzed enantioselective allylic oxidation of acyclic olefins
Zhang, Bo,Zhu, Shou-Fei,Zhou, Qi-Lin
supporting information, p. 2665 - 2668 (2013/06/26)
A copper-catalyzed asymmetric allylic oxidation of acyclic olefins has been developed. By using the complexes of copper and chiral spiro bisoxazoline ligands as catalysts, the oxidation of various acyclic olefins was accomplished with excellent regioselec
METHOD FOR THE SYNTHESIS OF 4-ALKOXY-, 4-HYDROXY- AND 4-ARYLOXY-SUBSTITUTED TETRAHYDRO-FURO[3,4-B]FURAN-2(3H)-ONE COMPOUNDS
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Page/Page column 20-21, (2009/04/25)
The present invention relates to a method for the synthesis of enantiomerically and diastereomerically enriched 4-alkoxy-, 4-hydroxy- or 4-aryloxy- substituted tetrahydro-furo[3,4-b]furan-2(3H)-ones by aldol coupling of a suitable hydroxyl-protected hydro
Fragment-based drug discovery of carbonic anhydrase II inhibitors by dynamic combinatorial chemistry utilizing alkene cross metathesis
Poulsen, Sally-Ann,Bornaghi, Laurent F.
, p. 3275 - 3284 (2007/10/03)
A fragment-based drug discovery approach to the synthesis and identification of small molecule inhibitors of bovine carbonic anhydrase II (bCA II) is described. The classical bCA II recognition fragment is an aromatic sulfonamide (ArSO2NH2
