855359-44-3

Upstream product

• 22381-56-2 2-benzylcyclohexane-1,3-dione 
• 106-95-6 allyl bromide 
• 42738-68-1 2-allylcyclohexane-1,3-dione 
• 100-39-0 benzyl bromide 
• 504-02-9 1,3-cylohexanedione 

Downstream Products

• 193096-61-6 2,4-Diacetoxy-3-benzyl-3-(prop-2-enyl)cyclohexa-1,4-diene 
• 911213-98-4 2-(3-azidopropyl)-2-benzyl-1,3-cyclohexanedione 
• 913638-27-4 2-benzyl-2-(3-iodopropyl)-1,3-cyclohexanedione 

Relevant academic research and scientific papers

Asymmetric aza-Wittig reactions: Enantioselective synthesis of β-quaternary azacycles

A hindrance no more: The direct asymmetric synthesis of nitrogen heterocycles containing β-quaternary stereocenters, widely found for example in alkaloids, is highly challenging. The novel approach shown exploits the desymmetrization of prochiral diketo azides to unmask the asymmetric quaternary center, and represents the first reported examples of the asymmetric aza-Wittig reaction. (Chemical Equation Presented).

Concise access to indolizidine and pyrroloazepine skeleta via intramolecular Schmidt reactions of azido 1,3-diketones

Readily prepared 2-alkyl-2-azidopropylcycloalkyl-1,3-diones undergo intramolecular Schmidt rearrangement with a range of hard Lewis acids, leading to indolizidinediones and pyrroloazepinediones. Chiral aluminium-based Lewis acids could also be used to mediate this symmetry-breaking transformation, but no significant asymmetric induction was observed. The Royal Society of Chemistry 2006.

Asymmetric hydrolysis of pro-chiral 3,3-disubstituted 2,4-diacetoxy-cyclohexa-1,4-dienes

Asymmetric enzymatic hydrolysis of pro-chiral 3,3-disubstituted 2,4-diacetoxycyclohexa-1,4-dienes 2 affords in high yields optically pure 2,2-disubstituted 3-acetoxycyclohex-3-enones 1 (>98% ee). Under mild conditions Candida cylindracea lipase (enzyme/substrate ratio = 2%) hydrolyses specifically the pro-S enol ester function of the pro-chiral starting material 2.