66487-97-6Relevant articles and documents
SUMO INHIBITOR COMPOUNDS AND USES THEREOF
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Paragraph 0544-0546, (2020/02/23)
There are disclosed, inter alia, methods of inhibiting an E1 enzyme, and compounds useful for inhibiting an E1 enzyme.
Chemoselective Benzylation of Aldehydes Using Lewis Base Activated Boronate Nucleophiles
Hollerbach, Michael R.,Barker, Timothy J.
, p. 1425 - 1427 (2018/05/24)
A benzylation of aldehydes using primary and secondary benzylboronic acid pinacol esters is reported. Activation of the boronic ester with s-butyllithium rendered it nucleophilic toward aldehydes. The activated nucleophile chemoselectively transfers the benzyl group over the sec-butyl group, providing excellent yields of the benzylated products. 11B NMR experiments were performed to study the mechanism of this transformation.
Catalytic asymmetric synthesis of 8-oxabicyclooctanes by intermolecular [5+2] pyrylium cycloadditions
Witten, Michael R.,Jacobsen, Eric N.
supporting information, p. 5912 - 5916 (2014/06/10)
Highly enantioselective intermolecular [5+2] cycloadditions of pyrylium ion intermediates with electron-rich alkenes are promoted by a dual catalyst system composed of an achiral thiourea and a chiral primary aminothiourea. The observed enantioselectivity is highly dependent on the substitution pattern of the 5π component, and the basis for this effect is analyzed using experimental and computational evidence. The resultant 8-oxabicyclo[3.2.1]octane derivatives possess a scaffold common in natural products and medicinally active compounds and are also versatile chiral building blocks for further manipulations. Several stereoselective complexity-generating transformations of the 8-oxabicyclooctane products are presented. A dual thiourea catalyst system enables the title reaction to be carried out to form useful chiral building blocks that can participate in a series of complexity-generating transformations to achieve varied molecular architectures.
