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ChemInform Abstract: Regio- and Stereospecific Synthesis of (O-TIPS)-Protected 2-Hydroxyalkylmercaptans from Epoxides and Triisopropylsilanethiol.

✍ Scribed by J. C. J. DE POMAR; J. A. SODERQUIST

Publisher
John Wiley and Sons
Year
2010
Weight
39 KB
Volume
29
Category
Article
ISSN
0931-7597

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✦ Synopsis

Regio-and Stereospecific Synthesis of (O-TIPS)-Protected 2-Hydroxyalkylmercaptans from Epoxides and Triisopropylsilanethiol.

-Epoxides undergo a regio-and stereospecific ring-opening with triisopropylsilanethiol (II) and DBU to provide silyloxythiols highly selectively. Desilylation can be achieved by treatment with fluoride, and the protected OH-group allows a selective derivatization of the SH-function.

-(DE POMAR,

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