• Bulletin of the Korean Chemical Society
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• 제27권10호
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• pp.1667-1670
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• 2006

• 폴리머
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• 제38권3호
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• pp.386-390
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• 2014

덴드리머의 중심에 삼발이 핵을 갖는 덴드리머의 합성을 위한 효율적인 연결 방법이 개발되었다. 합성전략은 알데히드 덴드론과 아자이드기를 갖는 삼발이 핵 사이의 반응을 톨루엔 용매와 triphenylphosphine 존재하에서 진행하는 새로운 클릭화학(Staudinger/aza-Wittig 반응)을 이용하였다. 덴드리머의 삼발이 핵으로 작용할 수 있는 단위체인 1,3,5-tris-(3-azido-propoxy)-benzene을 합성하였고, 이 화합물의 아자이드기는 덴드리머의 형성에 이용되었다. 1,3,5-Tris-(3-azido-propoxy)-benzene을 이용하여 알데히드 덴드론과 Staudinger/aza-Wittig 반응을 통해 덴드리머를 합성하였으며, 모든 덴드리머는 높은 수득률로 얻어졌다.

• Bulletin of the Korean Chemical Society
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• 제33권1호
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• pp.333-336
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• 2012

• Bulletin of the Korean Chemical Society
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• 제30권5호
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• pp.1001-1002
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• 2009

• Bulletin of the Korean Chemical Society
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• 제32권10호
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• pp.3624-3628
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• 2011

Fr$\acute{e}$chet-type dendritic benzaldehydes were efficiently synthesized using 3,5-dihydroxybenzaldehyde as an aldehyde focal point functionalized unit by adding a generation to the existing dendron or direct oxidation of Fr$\acute{e}$chet-type dendritic benzyl alcohols. These dendritic benzaldehydes were applied for the construction of dendrimers containing secondary amines as connectors via Staudinger/aza-Wittig Reactions with ${\alpha}$,${\alpha}'$,-diazidop-xylene core.

• Bulletin of the Korean Chemical Society
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• 제35권2호
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• pp.383-391
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• 2014

Biotin-S-S-Phosphine was designed and synthesized as a potential tool for a proteomic study of O-GlcNAcmodified proteins. This reagent features a disulfide linker between a triarylphosphine moiety, which allows selective conjugation to azide-containing proteins, and a biotin moiety that can allow easy isolation through its strong affinity toward avidin-coated solid beads. The disulfide linkage within this reagent can allow the easy release of the bound molecules of interest, which is difficult to achieve when a biotin:avidin pair is used alone, by reducing the disulfide bond of the reagent with DTT. Preliminary in vitro biological assays with azidelabeled and unlabeled cell lysates and a pure protein Nup62 showed that the Biotin-S-S-Phosphine reagent is highly reactive toward the free thiol groups of proteins. When a molecular tool with a disulfide linker is applied to the enrichment of the molecules of interest from other species, it is important to block the free-thiols of the sample using exhaustive alkylation prior to the Staudinger ligation reactions to restore the bioorthogonal nature of this reaction.

• Bulletin of the Korean Chemical Society
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• 제23권5호
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• pp.749-757
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• 2002

Chiral oxazolidin-2-one is easily prepared from D-mannitol and demonstrated to undergo highly diastereoselective alkylation reactions via lithium imide Z-enolates of its N-acyl derivatives to afford ${\alpha}-branched$ products. Evans syn and non-Evans sy n aldol products were also selectively obtained using this new auxiliary in high diastereomeric purity by simply changing the stoichiometry of TiCl4 and the nature of the amine base. Also, this new auxiliary is employed in diastereoselective Staudinger-type ${\beta}-lactam$ syntheses. Using 2-chloro-1-methylpyridinium iodide as the dehydrating agent, the reaction of auxiliary tethered acetic acid with trans imines gave the desired ${\beta}-lactams$ with cis-selectivity.