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J. Am. Chem. Soc. 2026, 10.1021/jacs.6c17806
Rong-Ya Wang; Ru-Dong Liu; Shu-Yi Li; Zhong-Chao Zhang * ; Zhen Yang *
Herein we report the first asymmetric total synthesis of the antimalarial natural products 7-isocyanoisocycloamphilect-14-ene (7-ICA-14-ene, 2) and 7,15-diisocyanoadociane (7,15-DICA, 3). The densely stereodefined tetracyclic skeletons of these targets are efficiently constructed via two transformations, a bispyrrolidine diboronate (BPDB)-catalyzed intermolecular exo-selective asymmetric Diels...
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J. Am. Chem. Soc. 2026, 148, 43269−43279.
Wendi Cai; Boxuan Zhao; Yansong Yue et al.
The rapid advancement of autonomous laboratories has significantly accelerated reaction discovery and optimization, yet downstream compound purification remains a manual and poorly integrated bottleneck. Preparative thin-layer chromatography (pTLC) is a core small-scale purification method, yet full automation has been hindered by the intrinsic coupling of multistep separation reasoning and mil...
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J. Org. Chem. 2026, 91, 9379–9400.
Hong Liang et al.
The highly congested fused tetracyclic core of cipadonoid A and harpertrioate A has been constructed using visible-light photoredox-catalyzed intramolecular Giese-type radical cyclization as a key step. The developed chemistry paves the way for the total synthesis of this family of biologically important natural products
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Org. Lett. 2026, 28, 6509–6514.
Ru-Dong Liu; Hai-Tao Guo; Rong-Ya Wang; Zhong-Chao Zhang * ; Zhen Yang *
The stereoselective construction of fluorinated architectures is of great importance in medicinal chemistry, as fluorination can profoundly improve the pharmacokinetic profiles of bioactive molecules. Nonetheless, the enantioselective synthesis of fluorine-containing natural product derivatives continues to pose a significant challenge. In this work, we describe a highly exo- and enantioselecti...
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Org. Lett. 2026, 28, 6950–6955.
Jin-Feng Yang; Hai-Xin Yu; Pei-Dong Shi; Zhong-Chao Zhang * ; Zhen Yang *
From both structural and functional perspectives, the large family of α-methylene-γ-lactone-type cembranolides represents a remarkable class of natural products. As potent lead compounds for anti-inflammatory, antiviral, and antifibrotic applications, their therapeutic potential continues to attract extensive investigation. Nevertheless, synthetic routes to such cembranolides remain scarce. H...
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Org. Lett. 2025, 27, 6138-6144.
Hong Liang, Xiao Ding, Ying-Tong Di et al.
This study presents a streamlined stereoselective synthesis strategy for constructing the highly congested cage-like tetracyclic core of cipadonoid A, employing visible-light photoredox catalysis to enable intramolecular Giese-type radical cyclization as a key step. Density Functional Theory (DFT) analysis revealed that the selective formation of the cis-fused AB bicyclic framework is controlle...
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J. Am. Chem. Soc. 2025, 146, 4731–4735.
Fu Tang, Zhong-Chao Zhang*,Zhi-Lin Song, Yuan-He Li, Zi-Hao Zhou, Jia-Jun Chen and Zhen Yang*
The asymmetric total synthesis of janthinoid A has been accomplished for the first time in 14 steps without using a protecting group. The trans-decalin subunit and the rigid oxabicyclo[3.2.1]octane motif were constructed via an epoxide-initiated cationic π-cyclization reaction and a Fe(ClO4)3-mediated oxidative cascade cyclization reaction, respectively
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Angew. Chem. Int. Ed. 2025, 64, e202415249
Bing-Yan Liu+, Zi-Chun Zhang+, Zhi-Lin Song, Hong-Yi Yuan, Yuan-He Li, Zhong-Chao Zhang,* Zhen Yang*
The Norrish–Yang reaction, as a typical example, demonstrates the inherent ability of photochemical reaction to facilitate formation of sterically congested C-C bonds, efficiently crafting intricate ring structure in complex organic molecules. Herein we report for the first time a unified synthesis using quinone-based acid-promoted Norrish–Yang photocyclization for the stereoselective constru...
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Tetrahedron Lett. 2024, 145, 155161.
Fu Tang, Zhongchao Zhang*, Zhen Yang*
Poly-substituted 2-hydroxycyclobutanone motifs are core motifs in many biologically important natural products, we recently developed Norrish–Yang photocyclization/1,2-methyl migration as a synthetic strategy for regio/stereoselectively constructing them and profiled the scope and limitations of the proposed strategy in this work
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Org. Lett. 2024, 26, 8217–8221.
Yi-Ke Zhou, Zhen-Yu Zhang, Hao-Yuan Liu, Yuan-He Li, Zhong-Chao Zhang, Jia-Hua Chen*, Zhen Yang*
A Norrish-Yang photocyclization reaction has been applied to regio- and stereoselective construction of the ABCDE pentacyclic motif of natural product phainanoids. The observed substrate conformation control implicates this powerful reaction could be applied to the construction of structurally diverse natural product scaffolds