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Hwaseong, South Korea

Pham V.-T.,Sungkyunkwan University | Joo J.-E.,Sungkyunkwan University | Lee K.-Y.,Yonsung Fine Chemicals Co. | Kim T.-W.,Sungkyunkwan University | And 2 more authors.
Tetrahedron | Year: 2010

An efficient procedure for synthesizing oxazines was developed by the palladium(0)-catalyzed intramolecular cyclization of a benzamide through a π-allylpalladium (II) complex. Interestingly, the diastereoselectivity of oxazine ring formation was dominantly controlled by the bulkiness of various protecting groups on the secondary alcohols. © 2010 Elsevier Ltd. All rights reserved. Source


Mu Y.,Sungkyunkwan University | Jin T.,Sungkyunkwan University | Kim G.-W.,Sungkyunkwan University | Kim J.-S.,Sungkyunkwan University | And 4 more authors.
European Journal of Organic Chemistry | Year: 2012

An efficient, stereocontrolled, and short synthetic method for the preparation D-xylo- and D-arabino-phytosphingsine was achieved utilizing chiral oxazines. The key features of this strategy are the stereoselective intramolecular oxazine formation catalyzed by palladium(0) and an intermolecular olefin cross-metathesis reaction. © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim. Source


Park S.-H.,Sungkyunkwan University | Jin X.,Sungkyunkwan University | Kang J.-C.,Sungkyunkwan University | Jung C.,Sungkyunkwan University | And 3 more authors.
Organic and Biomolecular Chemistry | Year: 2015

Concise and stereocontrolled syntheses of (+)-hyacinthacine A2 and sphingofungin B were achieved via a diastereomerically enriched oxazine intermediate. The key strategies include palladium(0)-catalyzed intramolecular oxazine formation and diastereoselective nucleophilic addition to an aldehyde. (+)-Hyacinthacine A2 was synthesized in 13 steps and 10.2% overall yield and the synthesis of sphingofungin B proceeded in a linear sequence over 15 steps and 6.9% overall yield from (R)-methyl 2-benzamido-3-((tert-butyldimethylsilyl)oxy)propanoate. © The Royal Society of Chemistry 2015. Source


Kim J.-S.,Sungkyunkwan University | Kang J.-C.,Sungkyunkwan University | Yoo G.-H.,Sungkyunkwan University | Jin X.,Sungkyunkwan University | And 3 more authors.
Tetrahedron | Year: 2015

Total synthesis of (-)-conduramine F-1 from commercially available d-serine was achieved. The key steps in this strategy were palladium(0)-catalyzed stereoselective intramolecular oxazine formation, extension of the chirality of anti,syn-oxazine, and Wittig and ring-closing metathesis reactions. ©2015 Elsevier Ltd. All rights reserved. Source


Kim J.-Y.,Sungkyunkwan University | Mu Y.,Sungkyunkwan University | Jin X.,Sungkyunkwan University | Park S.-H.,Sungkyunkwan University | And 4 more authors.
Tetrahedron | Year: 2011

The concise, stereocontrolled syntheses of DAB-1 and d-fagomine were achieved utilizing chiral oxazine. The key features in these strategies are the stereoselective intramolecular oxazine formation catalyzed by palladium(0), and pyrrolidine and piperidine formation by catalytic hydrogenation of oxazine. © 2011 Elsevier Ltd. All rights reserved. Source

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