Zhong’an, China
Zhong’an, China

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Houpis I.N.,Janssen Pharmaceutical | Liu R.,STA Pharmaceuticals | Liu L.,STA Pharmaceuticals | Wang Y.,STA Pharmaceuticals | And 9 more authors.
Advanced Synthesis and Catalysis | Year: 2013

This paper describes a new convergent approach to the synthesis of an HIV protease inhibitor which was designed to be suitable in long acting formulations. Unique features in the synthesis include an asymmetric hydrogenation as well as enzymatic reduction of a key chloro ketone intermediate, to set the threo stereochemistry in the corresponding epoxide and the diastereoselective coupling of the latter with the zinc enolate of a suitable functionalized amide derivative. Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.


Tan H.,Donghua UniversityShanghai | Houpis I.,Janssen Pharmaceutical | Liu R.,STA Pharmaceuticals | Wang Y.,STA Pharmaceuticals | Chen Z.,Donghua UniversityShanghai
Organic Letters | Year: 2015

A novel reactivity of sulfonylhydrazones under Pd catalysis is described, where SO2 and N2 are formally extruded to afford the product of an apparent internal coupling reaction. The reaction is effective with both carbocyclic and heterocyclic aromatic precursors. © 2015 American Chemical Society.


Tan H.,Donghua University | Houpis I.,Janssen Pharmaceutical | Liu R.,STA Pharmaceuticals | Wang Y.,STA Pharmaceuticals | And 2 more authors.
Organic Process Research and Development | Year: 2015

This paper describes a new reactivity of the Pd-catalyzed coupling of 2-amino-3-bromo-aromatic and heteroaromatic compounds with sulfonylhydrazones (Barluenga reaction).The new catalyst system and modulation of the electronic nature of hydrazone that were needed for successful reaction are described herein. © 2015 American Chemical Society.


Tan H.,Donghua University | Houpis I.,Janssen Pharmaceutical | Li Y.,STA Pharmaceuticals | Wang Y.,STA Pharmaceuticals | And 2 more authors.
Tetrahedron Letters | Year: 2016

This Letter describes the synthesis of olefins by coupling of electron deficient sulfonylhydrazones with aryl sulfinate salts in the presence of a palladium(II) catalyst under aerobic conditions. This methodology obviates the need for preparation of an organometallic and separate activation of the ketone starting material via a vinyl halide or triflate. The oxidant, reagent stoichiometry, and the electronics of the sulfinate coupling partner are reported. ©2016 Elsevier Ltd. All rights reserved.

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