Recent Progress in Catalytic Enantioselective Desymmetrization of Prochiral Organosilanes for the Synthesis of Silicon-Stereogenic Compounds

Synlett ◽  
2017 ◽  
Vol 29 (04) ◽  
pp. 388-396 ◽  
Author(s):  
Ryo Shintani

It is highly important to develop efficient synthetic methods for various enantioenriched chiral compounds due to their high significance in our life. In this regard, asymmetric catalysis is one of the most attractive ways of synthesizing such compounds from achiral precursors. Although various methods have been developed for the enantio­selective preparation of carbon-stereogenic compounds, the corresponding methods for silicon-stereogenic compounds are much less established. In particular, little progress has been made on catalytic enantioselective synthesis using prochiral organosilanes until recently. This account focuses on the recent progress in the catalytic enantio­selective preparation of silicon-stereogenic organosilanes through ­desymmetrization of prochiral organosilanes.1 Introduction2 Desymmetrization of Diorganodihydrosilanes3 Desymmetrization of Tetraorganosilanes3.1 Desymmetrization through Cleavage of Silicon–Carbon Bonds3.2 Desymmetrization without Cleavage of Silicon–Carbon Bonds4 Conclusion

Molecules ◽  
2020 ◽  
Vol 25 (17) ◽  
pp. 3899 ◽  
Author(s):  
Mingshu Cui ◽  
Wei Zhang ◽  
Luyao Xie ◽  
Lu Chen ◽  
Lu Xu

Because of its tunable textural properties and chirality feature, chiral mesoporous silica (CMS) gained significant consideration in many fields and has been developed rapidly in recent years. In this review, we provide an overview of synthesis strategies for fabricating CMS together with its main applications. The properties of CMS, including morphology and mesostructures and enantiomer excess (ee), can be altered according to the synthetic conditions during the synthesis process. Despite its primary stage, CMS has attracted extensive attention in many fields. In particular, CMS nanoparticles are widely used for enantioselective resolution and adsorption of chiral compounds with desirable separation capability. Also, CMS acts as a promising candidate for the effective delivery of chiral or achiral drugs to produce a chiral-responsive manner. Moreover, CMS also plays an important role in chromatographic separations and asymmetric catalysis. There has been an in-depth review of the synthetic methods and mechanisms of CMS. And this review aims to give a deep insight into the synthesis and application of CMS, especially in recent years, and highlights the significance that it may have in the future.


2019 ◽  
Vol 23 (11) ◽  
pp. 1168-1213 ◽  
Author(s):  
Samar Noreen ◽  
Ameer Fawad Zahoor ◽  
Sajjad Ahmad ◽  
Irum Shahzadi ◽  
Ali Irfan ◽  
...  

Background: Asymmetric catalysis holds a prestigious role in organic syntheses since a long time and chiral inductors such as ligands have been used to achieve the utmost desired results at this pitch. The asymmetric version of Tsuji-Trost allylation has played a crucial role in enantioselective synthesis. Various chiral ligands have been known for Pdcatalyzed Asymmetric Allylic Alkylation (AAA) reactions and exhibited excellent catalytic potential. The use of chiral ligands as asymmetric inductors has widened the scope of Tsuji-Trost allylic alkylation reactions. Conclusion: Therefore, in this review article, a variety of chiral inductors or ligands have been focused for palladium catalyzed asymmetric allylic alkylation (Tsuji-Trost allylation) and in this regard, recently reported literature (2013-2017) has been described. The use of ligands causes the induction of enantiodiscrimination to the allylated products, therefore, the syntheses of various kinds of ligands have been targeted by many research groups to employ in Pd-catalyzed AAA reactions.


2021 ◽  
Author(s):  
Eryn Nelson ◽  
Jeffrey S. S. K. Formen ◽  
Christian Wolf

The widespread occurrence and significance of chiral compounds does not only require new methods for their enantioselective synthesis but also efficient tools that allow rapid determination of the absolute configuration,...


2010 ◽  
Vol 29 (4) ◽  
pp. 1041-1044 ◽  
Author(s):  
Skye Fortier ◽  
Yongqiang Zhang ◽  
Hemant K. Sharma ◽  
Keith H. Pannell
Keyword(s):  

Synlett ◽  
2018 ◽  
Vol 30 (04) ◽  
pp. 483-487 ◽  
Author(s):  
Shuo Tong ◽  
Mei-Xiang Wang

A general and efficient method for the synthesis of highly enantiopure 4-amino-1,2,3,4-tetradydropyridine derivatives based on chiral phosphoric acid catalyzed intramolecular nucleophilic addition of tertiary enamides to imines has been developed. We have also demonstrated a substrate engineering strategy to significantly improve the enantioselectivity of asymmetric catalysis


1994 ◽  
Vol 50 (3) ◽  
pp. P85-P90
Author(s):  
YOSHIO IMAI

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