Woonkee S. Jo

Substrate-adaptive reaction development enables modular access to functionalized activated olefins

Shaoting Peng, Woonkee S. Jo, Daniel Pacheco Gutiérrez, Chaemin Kim et autres

The decarboxylative olefination of aldehydes with malonic acid derivatives offers a mild and modular route to activated olefins, allowing the β-substituent, α-substituent and carbonyl-derived activating group to be varied independently. However, this modularity has not been realized within a unified framework: Existing …

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Total Synthesis and Structural Revision of Rhabdobranin Reveals a Cryptic Gram-Negative Antibiotic

Woonkee S. Jo, Zaynoun Attieh, Jan J. Crames, Carl Leonhard Knopp et autres

Gram-negative bacteria present a major clinical challenge but also remain an underexplored source of antibacterial natural products. Resistance-guided genome mining of the entomopathogenic symbiont Xenorhabdus identified the rdb biosynthetic gene cluster, which encodes a putative prodrug antibiotic, pre-rhabdobranin. However, the inability to …

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Substrate-Adaptive Decarboxylative Olefination Enabled by Active Transfer Learning

Shaoting Peng, Woonkee S. Jo, Daniel Pacheco Gutiérrez, Chaemin Kim et autres

Generality in synthetic chemistry is rarely achieved through a single universal protocol. Instead, widely adopted transformations derive their utility from a well-characterized reaction space that enables rapid substrate-adaptive optimization. Here, we demonstrate how expert-guided reaction-space design combined with user-friendly machine-learning tools can …

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Accelerating Reaction Generalization through Domain-Specific Transfer Learning

Shaoting Peng, Woonkee S. Jo, Daniel Pacheco Gutiérrez, Chaemin Kim et autres

Generality in synthetic chemistry is often equated with a single set of reaction conditions that performs uniformly across diverse substrates. In practice, however, widely adopted transformations achieve generality not through a universal protocol, but through a wellcharacterized reaction space that enables rapid …

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N -to- S Acyl Transfer as an Enabling Strategy in Asymmetric and Chemoenzymatic Synthesis

Woonkee S. Jo, Brian J. Curtis, Mohammad Rehan, Maria L. Adrover‐Castellano et autres

High Resolution Image Download MS PowerPoint Slide The observation of thioester-mediated acyl transfer processes in nature has inspired the development of novel protein synthesis and functionalization methodologies. The chemoselective transfer of an acyl group from S -to- N is the basis of …

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N-to-S acyl transfer as an enabling strategy in asymmetric and chemoenzymatic synthesis

Woonkee S. Jo, Brian A. Curtis, Mohammad Rehan, Maria L. Adrover‐Castellano et autres

The observation of thioester-mediated acyl transfer processes in nature has inspired the development of novel protein synthesis and functionalization methodologies. The chemoselective transfer of an acyl group from S-to-N is the basis of several powerful ligation strategies. In this work we sought …

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N-to-S acyl transfer as an enabling strategy in asymmetric and chemoenzymatic synthesis

Woonkee S. Jo, Brian A. Curtis, Mohammad Rehan, Maria L. Adrover‐Castellano et autres

The observation of thioester-mediated acyl transfer processes in nature has inspired the development of novel protein synthesis and functionalization methodologies. The chemoselective transfer of an acyl group from S-to-N is the basis of several powerful ligation strategies. In this work we sought …

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20.8.13 Thiocarboxylic S-Acid, Selenocarboxylic Se-Acid, and Tellurocarboxylic Te-Acid Derivatives (Update 2024)

Torsten Cellnik, Woonkee S. Jo, Alan R. Healy

Abstract Thiocarboxylic acid S-esters are synthetically versatile building blocks that can be smoothly interconverted into a wide array of valuable functional groups including aldehydes, ketones, carboxylic acids, and amides. This review, which is an update to an earlier Science of Synthesis contribution …