首页> 外文期刊>Chemistry: A European journal >Stereoretentive Palladium-Catalyzed Arylation, Alkenylation, and Alkynylation of 1-Thiosugars and Thiols Using Aminobiphenyl Palladacycle Precatalyst at Room Temperature
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Stereoretentive Palladium-Catalyzed Arylation, Alkenylation, and Alkynylation of 1-Thiosugars and Thiols Using Aminobiphenyl Palladacycle Precatalyst at Room Temperature

机译:室温下使用氨基联苯Palladacycle催化剂对1-硫代硫醇和硫醇的立体定向钯催化的芳构化,烯基化和炔化

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摘要

A general and efficient protocol for the palladium-catalyzed functionalization of mono- and polyglycosyl thiols by using the palladacycle precatalyst G3-XantPhos was developed. The CS bond-forming reaction was achieved rapidly at room temperature with various functionalized (hetero)aryl-, alkenyl-, and alkynyl halides. The functional group tolerance on the electrophilic partner is typically high and anomer selectivities of thioglycosides are high in all cases studied. New sulfur nucleophiles such as thiophenols, alkythiols, and thioaminoacids (cysteine) were also successfully coupled to lead to the most general and practical method yet reported for the functionalization of thiols.
机译:开发了一种通用有效的方案,该方案通过使用palladacycle预催化剂G3-XantPhos进行钯催化的单糖基和聚糖基硫醇的官能化。在室温下,使用各种官能化的(杂)芳基-,烯基-和炔基卤化物可快速完成CS键形成反应。在所研究的所有情况下,亲电子对官能团的耐受性通常都很高,硫代糖苷的端基选择性也很高。新的硫亲核试剂,如硫酚,烷基硫醇和硫代氨基酸(半胱氨酸)也已成功偶联,从而导致了迄今报道的最常规和实用的硫醇官能化方法。

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