Asymmetric synthesis of nortropanes via Rh-catalysed allylic arylation was written by Zhang, Yan;Goetzke, F. Wieland;Christensen, Kirsten E.;Fletcher, Stephen P.. And the article was included in ACS Catalysis in 2022.Related Products of 68716-49-4 This article mentions the following:
Tropane derivatives are extensively used in medicine, but catalytic asym. methods for their synthesis are underexplored. Here, we report Rh-catalyzed asym. Suzuki-Miyaura-type cross-coupling reactions between a racemic N-Boc-nortropane-derived allylic chloride and (hetero)aryl boronic esters. The reaction proceeds via an unexpected kinetic resolution, and the resolved enantiopure allyl chloride can undergo highly enantiospecific reactions with N-, O-, and S-containing nucleophiles. The method was applied in a highly stereoselective formal synthesis of YZJ-1139(1), a potential insomnia treatment that recently completed Phase II clin. trials. Our report represents an asym. catalytic method for the synthesis of YZJ-1139(1) and related compounds Tropane derivatives are extensively used in medicine, but catalytic asym. methods for their synthesis are underexplored. Here we report Rh-catalyzed asym. Suzuki-Miyaura type cross-coupling reactions between a racemic N-Boc-nortropane-derived allylic chloride and (hetero-)aryl-boronic esters. The reaction proceeds via an unexpected kinetic resolution, and the resolved enantiopure allyl chloride can undergo highly enantiospecific reactions with N, O, and S-containing nucleophiles. The method was applied in a highly stereoselective formal synthesis of YZJ-1139(1) (I), a potential insomnia treatment that recently completed Phase II clin. trials. Our report represents the first synthesis of YZJ-1139(1) and related compounds using asym. catalysis. In the experiment, the researchers used many compounds, for example, 2-(4-Bromophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (cas: 68716-49-4Related Products of 68716-49-4).
2-(4-Bromophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (cas: 68716-49-4) belongs to alcohols. Because alcohols are easily synthesized and easily transformed into other compounds, they serve as important intermediates in organic synthesis. A multistep synthesis may use Grignard-like reactions to form an alcohol with the desired carbon structure, followed by reactions to convert the hydroxyl group of the alcohol to the desired functionality.Related Products of 68716-49-4
Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts