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901237 Sigma-Aldrich

DHR Catalyst

Green Alternative

≥95%

Synonym: (2S,3R,4S)-2-Methyltetrahydro-2H-pyran-3,4-diol, Dihydrorhamnal

  • CAS Number 89614-50-6

  • Empirical Formula (Hill Notation) C6H12O3

  • Molecular Weight 132.16

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Properties

Related Categories 12 Principles Aligned Products, Carbohydrate Chemistry, Carbohydrate Derivatives, Catalysis and Inorganic Chemistry, Chemical Biology,
Quality Level   100
assay   ≥95%
form   powder or crystals
greener alternative product characteristics   Catalysis
Learn more about the Principles of Green Chemistry.
greener alternative category   Aligned
reaction suitability   reagent type: catalyst
storage temp.   −20°C
SMILES string   [H]C1([H])C([H])([H])O[C@](C([H])([H])[H])([H])[C@@](O[H])([H])[C@@]1([H])O[H]

Description

Application

Dihydrorhamnal (DHR) catalyst was reported by the Morken Lab to be an effective carbohydrate-derived catalyst for enantioselective diboration of alkenes. Related capabilities were observed with the 6-tertbutyldimethylsilyl-1,2-dihydroglucal (TBS-DHG) catalyst( 901235 ).

Other Notes

• Carbohydrate/DBU Cocatalyzed Alkene Diboration: Mechanistic Insight Provides Enhanced Catalytic Efficiency and Substrate Scope

Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport

Documents

Certificate of Analysis (COA)

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Protocols & Articles

Articles

Carbohydrate-Catalyzed Enantioselective Alkene Diboration

Enantioselective diboration of olefins is a valuable strategy for transforming unsaturated hydrocarbons into useful chiral building blocks. Typically, the process is carried out via transition-metal ...
Keywords: Asymmetric synthesis, Building blocks, Solvents

James Morken - Professor Product Portal

From our library of Articles, Sigma-Aldrich presents James Morken - Professor Product Portal
Keywords: Asymmetric synthesis, Catalysis, Cross couplings, Organic synthesis

Peer-Reviewed Papers
15

References

Related Products

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Product #

Description

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901235 TBS-DHG Catalyst, ≥95%
901464 2,2′-Bi-1,3,2-dioxaborinane, ≥95%

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