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Merck
CN

901237

Sigma-Aldrich

DHR Catalyst

greener alternative

≥95%

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别名:
(2S,3R,4S)-2-Methyltetrahydro-2H-pyran-3,4-diol, Dihydrorhamnal
经验公式(希尔记法):
C6H12O3
CAS号:
分子量:
132.16
UNSPSC代码:
12352200

检测方案

≥95%

形式

powder or crystals

反应适用性

reagent type: catalyst

环保替代产品特性

Catalysis
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sustainability

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环保替代产品分类

储存温度

−20°C

SMILES字符串

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

一般描述

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.

应用

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 ).

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WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

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Carbohydrate/DBU Cocatalyzed Alkene Diboration: Mechanistic Insight Provides Enhanced Catalytic Efficiency and Substrate Scope
Yan L, et al.
Journal of the American Chemical Society, 140, 3663-3673 (2018)
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.

相关内容

Chiral organoboronic esters are well known as versatile intermediates for chemical synthesis. Not only are these compounds stable under a variety of reaction conditions, they are generally non-toxic and can be transformed with minimal generation of hazardous waste.

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