Organosilicon diols

Organosilicon diols of the disiloxane series can react with phosgene with cleavage of the siloxane and ether linkages occurring, in addition to the formation of the bischloroformates [793,1408] ... 

Organosilicon diols possessing ether linkages combine with phosgene to give a large spectrum of products (arising both by reaction with COClj and with HCl) ... 

The possibility to protect both hydroxy ftmctionalities of a diol with one molecule of a divalent organosilicon compound is a further advantage. A five, six, or even seven-membered ring is formed. Very popular examples are di-iso-propyl- and di-tert-butylsilylene groups. 

A review on the use of protecting groups derived from organosilicon reagents includes a discussion of the protection of 1,2- and 1,3-diols many examples from carbohydrate and nucleoside chemistry are included, ... 

Protection and Deprotection.- A review of the use of organosilicon reagents for the protection of alcohols and of 1,2- and 1,3-diols... 

Since the advent of methods for the oxidative degradation of organosilicon compounds, it has been possible to develop controlled hydration methodology based on the hydrosilylation of C=C bonds. A useful variant involves the 0-silylation of an alkenol with a dialkylsilylating agent R2SiHX, followed by intramolecular hydrosilylation/oxidation to give a diol product. Because of the intramolecular delivery of the Si-H moiety, these reactions often take place with excellent stereoselectivity. While... 

Silicon-tethered Ene Reactions. Silicon-tethered cyclization reactions have been widely utilized because of the ease of formation and removal of the temporary silicon tether and the ability of organosilicon compounds to tolerate many commonly used organic transformations. One example involves the ene reaction of a-(prenyl)dialkylsilyloxy aldehydes (eq 13). A 1,2-diol (39) can... 

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