24120-53-4

Upstream product

• 5389-87-7 1-chloro-3,7-dimethylocta-2,6-diene 
• 1730-25-2 allylmagnesium bromide 
• 762-73-2 trimethyl(allyl)stannane 
• 107-05-1 3-chloroprop-1-ene 
• 2622-05-1 allylmagnesium bromide 

Downstream Products

• 49749-51-1 (+/-)-3-methyl-3-(4-methyl-3-pentenyl)cyclohexanone 
• 127516-27-2 (2R,5E,9E)-2,6,10-trimethylundeca-5,9-dien-1-ol 
• 19888-27-8 (+/-)-sirenin 
• 157192-67-1 Se-Phenyl 6,10-dimethylundeca-5,9-dieneselenoate 

Relevant academic research and scientific papers

Synthesis of analogues of the 2-O-alkyl glycerate part of the moenomycins

The title compounds have been prepared by hydroxymethylation of chiral enolates.

Consecutive 6-endo trigonal cyclisations from polyene acyl radical intermediates leading to decalone and perhydrophenanthrone ring constructions

A range of substituted Se-phenyl 5,9-dieneselenoates, viz. 15a, 25, 26, 27, 42 and 52, have been synthesised and their reactions with Bu3SnH-AIBN investigated.The diene esters 15a, 42 and 52 are shown to lead to decalone and to perhydrophenanthrone derivatives, viz. 19, 43 and 53, respectively, via consecutive 6-endo trig modes of cyclisations starting from the corresponding 5,9-diene acyl radical intermediates.By contrast, the 5,9-dienoates 25 and 27 lacking alkyl substitution at C-9 instead underwent cyclisation to the indanones 36 and 37, respectively, and the 6-methyl substituted analogue 26 produced only the cyclopentanone 38 on treatment with Bu3SnH-AIBN.

Chemistry of organosilicon compounds. CC. Allyl coupling reactions of allylsilanes and allylstannanes with allylic halides, ethers and acetates promoted by a Lewis acid

Facile allyl couplings between allylsilanes or allylstannanes and various allylic substrates such as halides, ethers or acetates promoted by a Lewis acid, leading to 1,5-dienes with regiospecific transposition in the allylic part of allylmetallics have been observed. The combination of allylstannanes with allylic acetates promoted by bis(diethylaluminum) sulfate gives the most satisfactory results. The factors influencing the regioselectivity with respect to allylic substrates are discussed.

Oxygenated decalin derivatives

Oxygenated decalin derivatives, the use thereof as fragrances or odor-modifying agents, and methods for preparing the said derivatives.