2011
DOI: 10.1039/c0cs00037j
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The recent synthesis and application of silicon-stereogenic silanes: A renewed and significant challenge in asymmetric synthesis

Abstract: The synthesis of silicon-stereogenic silanes is undoubtedly one of the most intriguing and challenging aspects in organic chemistry and organosilicon chemistry and is neglected by chemists to some extent. This critical review will focus on the recent exciting advances in the synthesis of silicon-stereogenic silane and outline the application of these chiral silanes in asymmetric synthesis (89 references).

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Cited by 247 publications
(61 citation statements)
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“…They are commonly used in the form of polysiloxane "silicone" polymers as components of industrial and consumer products for a variety of purposes such as bulking agents, separation media, protective coatings, lubricants, emulsifiers, and adhesives (1)(2)(3). Their use as auxiliaries in the chemical synthesis of complex molecules is also long-established (4)(5)(6). However, the production and synthetic manipulation of these compounds are almost entirely dependent on chlorosilane feedstocks, which are environmentally undesirable and energyintensive to produce (7,8).…”
mentioning
confidence: 99%
“…They are commonly used in the form of polysiloxane "silicone" polymers as components of industrial and consumer products for a variety of purposes such as bulking agents, separation media, protective coatings, lubricants, emulsifiers, and adhesives (1)(2)(3). Their use as auxiliaries in the chemical synthesis of complex molecules is also long-established (4)(5)(6). However, the production and synthetic manipulation of these compounds are almost entirely dependent on chlorosilane feedstocks, which are environmentally undesirable and energyintensive to produce (7,8).…”
mentioning
confidence: 99%
“…Unser mechanistisches Verständnis chemischer Reaktionen am Siliciumatom hängt in hohem Maße von unserer Fähigkeit ab, den stereochemischen Verlauf einer gegebenen Reaktion nachvollziehen zu können. Dazu werden herkömmlicherweise siliciumstereogene Silane verwendet (Abbildung 1, oben) 1. Im Rahmen seines wegweisenden und umfangreichen Forschungsprogramms zur Stereochemie des Siliciums erarbeitete Sommer unter Verwendung des chiralen Silans 1 und seiner Derivate einen Leitfaden für klassische Umsetzungen 2.…”
Section: Methodsunclassified
“…Organosilicon compounds1 are of great importance in modern organic chemistry because of their usefulness in the protection of functional groups2 and their broad application in, for example, asymmetric synthesis,3 cross‐coupling reactions4 and natural product synthesis 5. This class of compounds and related siloxanes are the subject of continuously growing interest due to their ability to form oligomers,6 dendrimers7 and polymers8 and because of their unique properties, which have resulted in certain pivotal developments in the fields of silica‐supported catalysis,9 biosensors10 and material11 and nano sciences 12.…”
Section: Introductionmentioning
confidence: 99%