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Merck
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重要文件

901235

Sigma-Aldrich

TBS-DHG Catalyst

greener alternative

≥95%

同義詞:

(2R,3S,4R)-2-(((tert-Butyldimethylsilyl)oxy)methyl)tetrahydro-2H-pyran-3,4-diol, 6-Tertbutyldimethylsilyl-1,2-dihydroglucal

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About This Item

經驗公式(希爾表示法):
C12H26O4Si
CAS號碼:
分子量::
262.42
MDL號碼:
分類程式碼代碼:
12352201
NACRES:
NA.22

品質等級

化驗

≥95%

形狀

powder or crystals

反應適用性

reagent type: catalyst

環保替代產品特色

Catalysis
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sustainability

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環保替代類別

儲存溫度

−20°C

SMILES 字串

[H]C1([H])C([H])([H])O[C@@](C([H])([H])O[Si](C([H])([H])[H])(C([H])([H])[H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H])([H])[C@](O[H])([H])[C@]1([H])O[H]

InChI

1S/C12H26O4Si/c1-12(2,3)17(4,5)16-8-10-11(14)9(13)6-7-15-10/h9-11,13-14H,6-8H2,1-5H3/t9-,10-,11+/m1/s1

InChI 密鑰

KKFGQPZYDWCKRC-MXWKQRLJSA-N

相關類別

一般說明

We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Greener Chemistry. This product has been enhanced for catalytic efficiency. Click here for more information.

應用

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.

相關產品

產品號碼
描述
訂價

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable


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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
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
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.
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.

文章

Enantioselective alkene diboration is a valuable strategy for transforming unsaturated hydrocarbons into useful chiral building blocks.

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