290818-02-9

Upstream product

• 916977-14-5 methyl 2-(tert-butyldimethylsiloxy)-1-(o-iodobenzyl)-2-methylcyclopropanecarboxylate 
• 180295-43-6 methyl 2-(tert-butyldimethylsilyloxy)-2-methylcyclopropanecarboxylate 
• 1260498-77-8 methyl 1-(2-iodobenzyl)-2-methyl-2-trimethylsiloxycyclopropane carboxylate 
• 4622-38-2 2-iodobenzyliodide 
• 77903-43-6 2-Methyl-2-(trimethylsiloxy)cyclopropancarbonsaeure-methylester 

Downstream Products

• 224568-44-9 methyl 4-oxo-2-(2-trimehylsilylethynylbenzyl)pentanoate 
• 1190211-37-0 methyl 4-oxo-2-{2-[(1E)-propen-1-yl]benzyl}pentanoate 
• 1260498-97-2 methyl 2-[2-(2-methylpropen-1-yl)benzyl]-4-oxopentanoate 
• 1190211-36-9 methyl 2-(2-isopropenylbenzyl)-4-oxopentanoate 

Relevant academic research and scientific papers

Stereoselective synthesis of tricyclic compounds by intramolecular palladium-catalyzed addition of aryl iodides to carbonyl groups

Starting fromγ-ketoesters with an o-iodobenzyl group we studied a palladium-catalyzed cyclization process that stereoselectively led to bi- and tricyclic compounds in moderate to excellent yields. Four X-ray crystal structure analyses unequivocally define

Highly substituted benzannulated cyclooctanol derivatives by samarium diiodide-induced cyclizations

A series of γ-oxo esters suitably substituted with various styrene subunits was subjected to samarium diiodide-induced 8-endo-trig cyclizations. Efficacy, regioselectivity and stereoselectivity of these reactions via samarium ketyls strongly depend on the

Pd-catalyzed reactions of donor - Acceptor-substituted cyclopropanes and their ring-opened derivatives: Attempted heck cyclization and novel one-pot enolate arylations

Donor-acceptor substituted cyclopropane derivatives 4a-g were synthesized in good yields from ketones, via the corresponding silyl enol ethers 2a-g, by cyclopropanation with methyl diazoacetate followed by alkylation using o-iodobenzyl iodide. The γ-oxo esters 5a-g were prepared in high yield, employing NEt3·3 HF. A novel Pd-catalyzed one-pot transformation of 4a-f into 1,2-disubstituted indanes 6a-f was accomplished using either CsF (Method A or B) or Bu4NF (Method C) as the fluoride source to achieve the in situ ring-opening of 4a-f. The two reagents CsF and Bu4NF function in a complementary manner. For example, CsF works better with enones 4b and 4c, while Bu4NF functions well with aryl/alkyl ketones 4d-f. Pd-catalyzed Heck cyclization of vinyl ketone 5a furnished mainly the 7-exo-trig cyclization product 7 but isopropenyl ketone 5b gave a moderate yield of indane derivative 6b, arising from enolate arylation. When the carbonyl group in 5b was protected, a novel tricyclic compound 13 was obtained in low yield. Wiley-VCH Verlag GmbH, 2000.