Applications of Sulfoxides to Asymmetric Synthesis of Biologically Active Compounds

M. Carmen Carreno

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Applications of Sulfoxides to Asymmetric Synthesis of Biologically Active Compounds

机译：亚砜在生物活性化合物不对称合成中的应用

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The sulfinyl group is now widely used as an important tool to bring about numerous asymmetric transformations. The efficacy of the sulfoxide in diastereoselective auxiliary-induced reactions is mainly due to the steric and stereoelectronic differences existing between the substituents of the stereogenic sulfur atom: a lone electron pair, an oxygen, and two different carbon ligands, which are able to differentiate the diastereotopic faces of a proximal or even remote reaction center. Besides the high configura-tional stability of the sulfinyl group, the existence of several efficient methods to obtain homochiral sulfoxides as well as their synthetic versatility has led to a substantial growth of the use of these chiral starting materials in the synthesis of enantiomeri-cally enriched materials over the last two decades.

机译：亚磺酰基现在被广泛用作引起许多不对称转化的重要工具。亚砜在非对映选择性辅助诱导反应中的功效主要是由于立体生成的硫原子的取代基之间存在空间和立体电子差异：孤电子对，氧和两个不同的碳配体，它们能够区分近端甚至远端反应中心的非对位面。除了亚磺酰基的高构型稳定性外，存在几种获得高手性亚砜的有效方法及其合成通用性，导致这些手性起始原料在对映异构体富集的合成中的应用大大增加。最近二十年来的材料。

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《Chemical Reviews》 |1995年第6期|p.1717-1760|共44页
作者
M. Carmen Carreno;
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收录信息美国《科学引文索引》(SCI);美国《工程索引》(EI);美国《生物学医学文摘》(MEDLINE);美国《化学文摘》(CA);
原文格式 PDF
正文语种 eng
中图分类化学;化学工业;
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1. Recent Applications in the Use of Sulfoxides as Chiral Auxiliaries for the Asymmetric Synthesis of Natural and Biologically Active Products [J] . Salom-Roig Xavier, Bauder Claude Synthesis: International Journal of Methods in Synthetic Organic Chemistry . 2020,第7期

机译：最近在使用亚砜作为手性助剂的应用，用于天然和生物活性产物的不对称合成
2. Asymmetric cyclopropa nation of optically active vinyl sulfoxides: A new synthetic approach to biologically active compounds [J] . Midura WH Phosphorus, Sulfur, and Silicon and the Related Elements . 2005,第5a6期

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3. A novel method for the asymmetric synthesis of 4,4-disubstituted 2-cyclopentenones from optically active 1-chlorovinyl p-tolyl sulfoxides and its application to the asymmetric total synthesis of (+)-alpha-cuparenone [J] . Satoh T., Yoshida M., Takahashi Y., Tetrahedron, Asymmetry: The International Journal for Repid Publication on all Aspects of Asymmetry in Orgainc, Inorganic, Organometallic, Physical and Bio-Organic Chemistry . 2003,第2期

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4. Upgraded Production of a Hydroxylactone Anhydrosugar by Cellulose Pyrolysis and its Application in the Synthesis of Biologically Active Compounds - (PPT) [C] . Ines Mancini, Andrea Defant, Federico Dosi, Biorefinery I: Chemicals and Materials From Thermo-Chemical Biomass Conversion and Related Processes . 2016

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6. Synthesis of Thiol Derivatives of Biological Active Compounds for Nanotechnology Application [O] . Katarzyna Sidoryk, Olga Michalak, Marek Kubiszewski, 2020

机译：纳米技术应用生物活性化合物硫醇衍生物的合成
7. Studies on chiral organo-sulfur compounds. I. Asymmetric synthesis of sulfoxides with optically active o-aminoalkylphenol derivatives. [O] . KUNIO HIROI, SHUKO SATO, RYUICHI KITAYAMA 1983

机译：手性有机硫化合物的研究。 I.具有光学活性O-氨基烷基酚衍生物的亚砜的不对称合成。

Applications of Sulfoxides to Asymmetric Synthesis of Biologically Active Compounds

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