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Synonyms: (2R,3S,4R)-2-(((tert-Butyldimethylsilyl)oxy)methyl)tetrahydro-2H-pyran-3,4-diol; 6-Tertbutyldimethylsilyl-1,2-dihydroglucal
Molecular Formula: C12H26O4Si
Molecular Weight: 262.42
Linear Structural Formula: C12H26O4Si
Purity: >=95%
Storage: -20C
Application: 6-Tertbutyldimethylsilyl-1,2-dihydroglucal (TBS-DHG) was reported by the Morken Lab to be an effective carbohydrate-derived catalyst for enantioselective diboration of alkenes. Related capabilities were observed with the dihydrorhamnal (DHR) catalyst (901237). TBS-DHG has also been used in ruthenium(0)catalyzed transfer hydrogenation cycloadditions.
Other Notes:
•Carbohydrate-Catalyzed Enantioselective Alkene Diboration:Enhanced Reactivity of 1,2-Bonded Diboron Complexes
•Diols, alpha-Ketols, and Diones as 22pi Components in [2+2+2] Cycloadditions of 1,6-Diynes via Ruthenium(0)-Catalyzed Transfer Hydrogenation
•Carbohydrate/DBU Cocatalyzed Alkene Diboration: Mechanistic Insight Provides Enhanced Catalytic Efficiency and Substrate Scope