TBS-DHG Catalyst

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6-Tertbutyldimethylsilyl-1,2-dihydroglucal, (2R,3S,4R)-2-(((tert-Butyldimethylsilyl)oxy)methyl)tetrahydro-2H-pyran-3,4-diol
Empirical Formula (Hill Notation):
CAS Number:
Molecular Weight:

Quality Level




powder or crystals

reaction suitability

reagent type: catalyst

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General description

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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.


NONH for all modes of transport

WGK Germany


Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis
Certificate of Origin
Zachary A Kasun et al.
Chemical communications (Cambridge, England), 50(56), 7545-7547 (2014-06-04)
A new method for the ring expansion of cyclic diols is described. Using improved conditions for the ruthenium(0) catalyzed cycloaddition of cyclic 1,2-diols with 1,3-dienes, fused [n.4.0] bicycles (n = 3-6) are formed, which upon exposure to iodosobenzene diacetate engage...
Lichao Fang et al.
Journal of the American Chemical Society, 138(8), 2508-2511 (2016-02-09)
Catalytic enantioselective diboration of alkenes is accomplished with readily available carbohydrate-derived catalysts. Mechanistic experiments suggest the intermediacy of 1,2-bonded diboronates.
Hiroki Sato et al.
Journal of the American Chemical Society, 138(50), 16244-16247 (2016-12-10)
The first use of vicinal diols, ketols, or diones as 2
Lu Yan et al.
Journal of the American Chemical Society, 140(10), 3663-3673 (2018-02-15)
A mechanistic investigation of the carbohydrate/DBU cocatalyzed enantioselective diboration of alkenes is presented. These studies provide an understanding of the origin of stereoselectivity and also reveal a strategy for enhancing reactivity and broadening the substrate scope.
Enantioselective alkene diboration is a valuable strategy for transforming unsaturated hydrocarbons into useful chiral building blocks.
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