40518-76-1

Usage

InChI:InChI=1/C12H20O2/c1-10(2)6-4-7-11(3)8-5-9-12(13)14/h6,8H,4-5,7,9H2,1-3H3,(H,13,14)/b11-8+

Upstream product

• 26732-78-5 (3,7-dimethyl-octa-2,6-dienyl)-malonic acid diethyl ester 
• 6138-90-5 geranyl bromide 
• 78-70-6 3,7-dimethylocta-1,6-dien-3-ol 
• 141-97-9 ethyl acetoacetate 
• 31968-70-4 ethyl 5,9-dimethyldeca-4,8-dienoate 
• 62088-06-6 2-(3,7-diemthylocta-2E,6-dienyl)malonic acid 

Downstream Products

• 93777-44-7 5,5,9-trimethyl-1-oxabicyclo<4.5>decan-2-one 
• 52567-91-6 (1S*,6R*)-1,7,7-Trimethyl-2-oxabicyclo<4.4.0>decan-3-one 
• 78038-67-2 trans-5,5,9-trimethyl-1-oxabicyclo<4.4.0>decan-2-one 

Relevant academic research and scientific papers

Intermolecular Heck Coupling with Hindered Alkenes Directed by Potassium Carboxylates

Pd0-catalyzed Mizoroki–Heck reactions traditionally exhibit poor reactivity with polysubstituted, unbiased alkenes. Intermolecular reactions with simple, all-carbon tetrasubstituted alkenes are unprecedented. Herein we report that pendant carboxylic acids, combined with bulky monophospine ligands on palladium, can direct the arylation of tri- and tetrasubstituted olefins. Quaternary carbons are established at high Fsp3 attached-ring junctures and the carboxylate directing group can be removed after coupling. Carboxylate directivity prevents over-arylation of the new, less substituted alkene, which can be diversified in subsequent reactions.