Optically active binaphthyl and its derivatives can be used as excellent chiral ligands for a variety of asymmetric catalytic reactions. As a result, the study of binaphthyl chiral ligands and catalysts has gradually become a research hotspot among organic chemists. Bailingwei sells a new chiral binaphthyl catalyst developed by researcher Shi Min of the Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences.

The product has the following advantages:

Novel structure: introduced chiral binaphthyl catalysts, including binaphthyl hydroxy-phosphine catalysts, diphenylphosphine-amide catalysts and nitrogen heterocyclic carbene (NHC) metal complex catalysts;
Strong specificity: different types of catalysts are suitable for different types of reactions;
Good stability: Hydroxyl-phosphine and diphenylphosphine-amide catalysts can be stored in low-temperature inert gases, and NHC metal complex catalysts can be stored in room temperature air conditions, both for up to half a year.
This series of products can be divided into the following three types:

Hydroxyl-phosphine catalyst

It can catalyze a series of asymmetric MBH and aza-MBH reactions and obtain products with good yield and enantioselectivity under mild conditions.

Figure 1: General structural formula of the first type of catalyst

Figure 2: Hydroxyl-phosphine catalyst catalyzes the asymmetric aza-MBH reaction of N-sulfonated imine and vinyl ketone, achieving good yield and enantioselectivity [1]

Related Porduct

Diphenylphosphine-amide catalysts

It can smoothly catalyze a series of transformation reactions such as alkylation and amination of allyl esters of MBH products, and can obtain multifunctional chiral products with good yield and enantioselectivity.

Figure 3: Diphenylphosphine-amide catalyst catalyzes the substitution reaction of MBH product allyl ester, achieving good yield and enantioselectivity [2]

Related Porduct

Nitrogen heterocyclic carbene (NHC) metal complex catalyst

Take the following three products as examples:

1811769, a halogen atom-substituted chiral binaphthyl nitrogen heterocyclic carbene-palladium catalyst is a Suzuki and Heck coupling reaction catalyst that can obtain oxidation kinetically resolved products with good enantioselectivity.

1811947, the weakly coordinated chiral binaphthyl nitrogen heterocyclic carbene-palladium complex can successfully catalyze the 1,2- and 1,4-asymmetric addition of a series of aryl boron reagents to unsaturated bonds to obtain multiple A variety of chiral products.
1811950, the chiral binaphthyl nitrogen heterocyclic carbene-rhodium catalyst is a hydrosilylation catalyst that can catalyze the asymmetric hydrosilylation reaction of carbonyl groups under mild conditions to obtain chiral alcohol compounds with high yield and high enantioselectivity.

Figure 4: Chiral binaphthylcarbene-rhodium catalyst catalyzes the asymmetric hydrosilylation of carbonyl esters, achieving good yields and enantioselectivities [3]

Related Porduct

References

  1. Min Shi, Lian-Hui Chen. Chem. Commun. 2003, 11, 1310-1311.
  2. Ying-Qing Jiang, Yong-Ling Shi, Min Shi. J. Am. Chem. SOC. 2008, 130, 7202–7203.
  3. Qin Xu, Xing xing Gu, Si jia Liu, Qin yu Dou, Min Shi. J. Org. Chem. 2007, 72, 2240-2242.

 

By 向阳 翟

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