39067-39-5

Usage

Uses

Used in Organic Chemistry:
3-PROPYLBICYCLO(2.2.1)HEPT-5-ENE-2-CARBALDEHYDE is used as a starting reactant in organic chemistry for various chemical reactions and synthesis processes. Its unique bicyclic structure and aldehyde functional group make it a versatile building block for creating more complex molecules.
Used in Pharmaceutical Development:
In the pharmaceutical industry, 3-PROPYLBICYCLO(2.2.1)HEPT-5-ENE-2-CARBALDEHYDE may be utilized as a key intermediate in the synthesis of drug candidates. Its chemical properties allow for further functionalization and modification, which can lead to the development of new therapeutic agents.
Used in Flavor and Fragrance Industry:
3-PROPYLBICYCLO(2.2.1)HEPT-5-ENE-2-CARBALDEHYDE is also used in the flavor and fragrance industry. Its distinct chemical structure can contribute to the creation of unique scents and tastes, making it a valuable ingredient in the formulation of perfumes, colognes, and food flavorings.

InChI:InChI=1/C11H16O/c1-2-3-10-8-4-5-9(6-8)11(10)7-12/h4-5,7-11H,2-3,6H2,1H3

Upstream product

• 6728-26-3 (E)-2-Hexenal 
• 542-92-7 cyclopenta-1,3-diene 
• 505-57-7 2-hexenal 

Relevant academic research and scientific papers

DABCO-based chiral ionic liquids as recoverable and reusable organocatalyst for asymmetric Diels–Alder reaction

New DABCO-based chiral ionic liquids were synthesized and evaluated in asymmetric Diels–Alder reaction of cyclopentadiene with α,β-unsaturated aldehydes or 4-phenyl-3-buten-2-one. Chiral ionic liquid of modified MacMillan catalyst having a DABCO cation and hexafluorophosphate anion acts as organocatalyst (5?mol%) for the Diels–Alder reaction of crotonaldehyde and cyclopentadiene producing 98% of the product and 87% ee (endo) in CH3CN/H2O (95/5) at 25°C in 2?h. The scope and limitations of the catalysis were also studied by using cyclopentadiene and α,β-unsaturated aldehydes, and the Diels–Alder products were obtained in 18%–92% yields with 68%–93% ee. The catalyst was recycled and reused up to 6 cycles with a slight drop in ee and conversion of the product.

Pentaerythritol-supported chiral imidazolone and preparation method as well as use thereof

The invention relates to pentaerythritol-supported chiral imidazolone. The structure of the pentaerythritol-supported chiral imidazolone is shown in the description. Chiral imidazolone is supported on pentaerythritol to obtain a novel pentaerythritol-supp

A High Loading and Recyclable Pentaerythritol Supported Imidazolidin-4-one Catalyst for Enantioselective Diels–Alder Reactions

Abstract: The synthesis of high loading and recyclable pentaerythritol supported imidazolidin-4-one catalyst I and its application in enantioselective Diels–Alder reactions of cyclopentadiene and α,β-unsaturated aldehydes with high performance were descri

New insights into the asymmetric Diels-Alder reaction: The endo- and S-selective retro-Diels-Alder reaction

The endo- and S-selective retro-Diels-Alder reactions in an imidazolethione-catalyzed asymmetric Diels-Alder reaction were verified and investigated, and account for the low ee values in a CH3CN-H2O catalytic system. This reverse pro

Improving catalyst activity in secondary amine catalysed transformations

The effect on catalyst performance of altering substituents at the 2-position of the Macmillan imidazolidinone has been examined. Condensation of l-phenylalanine N-methyl amide with acetophenone derivatives results in a series of imidazolidinones whose sa

Recyclable tetraarylphosphonium supported chiral imidazolidin-4-one organocatalyst for Diels-Alder reactions

The tetraarylphosphonium supported chiral imidazolidin-4-ones were synthesized and used to catalyze the Diels-Alder reactions of cyclopentadiene and α,β-unsaturated aldehydes. High enantiomeric excesses and good yields were obtained, and catalyst recyclin

The development of highly active acyclic chiral hydrazides for asymmetric iminium ion organocatalysis

Double asymmetric induction has been employed as a tool to optimise pyrazolidinone-derived organocatalysts for the asymmetric iminium ion catalysed Diels-Alder reaction. Mechanistic studies revealed a superior hydrazide catalyst deriving from methanolysis of the chiral pyrazolidinone precursor. This catalyst displays unusually high endo diastereoselectivity and good enantioselectivity with a range of β-arylenals and cyclic dienes at catalyst loadings as low as 1 mol%.

Application of recyclable ionic liquid-supported imidazolidinone catalyst in enantioselective Diels-Alder reactions

The application of ionic liquid-supported imidazolidinone catalyst I in enantioselective Diels-Alder reactions was investigated. The Diels-Alder reactions involving α,β-unsaturated aldehydes and cyclopentadiene proceeded efficiently in the presence of cat

Micellar-driven substrate selectivity in Cr(salen)Cl catalytic Diels-Alder reaction in water

A 3.5 increase in catalytic activity was observed in the Cr(III) (salen)Cl 3 catalyzed Diels-Alder reaction between cyclopentadiene 1 with the longer trans-2-decenal 2g compared to the shorter trans-2-butenal 2a dienophile under aqueous micellar conditions, while in chloroform the two substrates react with comparable activities.

A novel hydrazide type organocatalyst for enantioselective Diels-Alder reactions

The development of a new class of hydrazide type organocatalyst, (4R,5R)-1,3-bis(isopropylamino)-4,5-dihenylimidazolidin-2-one 2a, for enantioselective Diels-Alder reactions between cyclopentadiene and α,β-unsaturated aldehydes are presented. The new organocatalyst 2a promoted the reaction, affording Diels-Alder adducts in good yields with good levels of enantioselectivity.