Enantioselective γ-borylation of unsaturated amides and stereoretentive Suzuki–Miyaura cross-coupling† †Electronic supplementary information (ESI) available: Catalyst optimization data; experimental procedures; compound characterization data; spectra. See DOI: 10.1039/c7sc01093a

Enantioselective γ-borylation of unsaturated amides and stereoretentive Suzuki-Miyaura cross-coupling.

The rhodium-catalyzed, directed catalytic asymmetric hydroboration of γ,δ-unsaturated amides affords a direct route to chiral acyclic secondary γ-borylated carbonyl derivatives in high enantiomeric purity. In contrast to a similar β-borylated amide derivative, the γ-borylated amide undergoes Suzuki-Miyaura cross-coupling with stereoretention. The utility of the boronic ester products is further...

Suzuki–Miyaura cross-coupling optimization enabled by automated feedback† †Electronic supplementary information (ESI) available: Details regarding system operation and optimization method, optimization data, and spectroscopic data. See DOI: 10.1039/c6re00153j Click here for additional data file.

Copper(i)-catalyzed sulfonylative Suzuki–Miyaura cross-coupling† †Electronic supplementary information (ESI) available. See DOI: 10.1039/c6sc05483h Click here for additional data file.

Enantioselective and diastereoselective azo-coupling/iminium-cyclizations: a unified strategy for the total syntheses of (–)-psychotriasine and (+)-pestalazine B† †Electronic supplementary information (ESI) available: Experimental, characterization data, X-ray structures of compound 15, and NMR spectra. CCDC 1040494. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c5sc00338e

Tsinghua-Peking Centre for Life Sciences, B Department of Pharmacology and Pharm Collaborative Innovation Center for Diagno Tsinghua University, Beijing 100084, China cn MOE Key Laboratory of Bioinformatics, Sch Beijing 100084, China. E-mail: [email protected] † Electronic supplementary informati characterization data, X-ray structures CCDC 1040494. For ESI and crystallogr format see DOI: 10.1039/c5s...

Suzuki–Miyaura cross-coupling of amides and esters at room temperature: correlation with barriers to rotation around C–N and C–O bonds† †Electronic supplementary information (ESI) available: Experimental details and characterization data. See DOI: 10.1039/c7sc02692g Click here for additional data file.

The Suzuki–Miyaura cross-coupling has been widely recognized as one of the most important methods for the construction of C–C bonds. However, in contrast to traditional aryl halide or pseudohalide electrophiles, coupling reactions with unactivated C–N and C–O electrophiles have proven significantly more challenging. Here we report the first general palladium-catalyzed Suzuki–Miyaura cross-coupl...