60047-19-0

Upstream product

• 896107-70-3 9-hydroxymegastigma-4,7-dien-3-one 
• 74233-41-3 4-(2,6,6-Trimethyl-4-oxocyclohex-2-enyl)butan-2-one 
• 14203-64-6 7,9,9-trimethyl-1,4-dioxa-spiro[4.5]dec-6-en-8-one 
• 2028-63-9 but-3-yn-2-ol 
• 4353-04-2 dihydro-α-ionone glycol acetal 
• 135820-80-3 (6R,9R)-9-hydroxymegastigman-4-en-3-one 9-O-β-D-glucopyranoside 
• 79734-43-3 3,5,5-trimethyl-4-[(E)-3-oxo-1-butenyl]-2-cyclohexen-1-one 
• 127-41-3 alpha-ionone 
• 115234-56-5 4-oxo-dihydro-α-ionone monoethylene glycol ketal 
• 31499-72-6 7,8-dihydro-α-ionone 
• 127-41-3 alpha-ionone 
• 78-59-1 3,5,5-Trimethylcyclohex-2-en-1-one 

Relevant academic research and scientific papers

Reactions of endocyclic linearly conjugated dienolates with Michael acceptors leading to bicyclo[2.2.2] octane derivatives. Application to the synthesis of C13 degradation products of carotenoids

The endocyclic linearly conjugated dienolates from substituted cyclohex-2-enones react with but-3-en-2-one, substituted methyl propenoates, but-3-yn-2-one and methyl propiolate to afford bicyclo[2.2.2]-oct-2-en-1-ols 10a-c, 14a-c and bicyclo[2.2.2]octa-2,5-dien-1-ols 15a,b. The AlCl3-catalysed reaction of 3,5,5-trimethyl-Htrimethylsiloxy)cyclohexa-l)3-diene 3 with (E)-4-acetoxy- and (E)-4-methoxy-but-3-en-2-one provides trans-8-acetoxy-7-acetyl-3,5,5-trimethyl-1-(trimethylsiloxy)bicyclo[2.2.2]oct-2- enes 22, 23 and trans-7-acetyl-8-methoxy-3,5,5-trimethyl-1-(trimethylsiloxy)bicyclo[2.2.2]oct-2- enes 24, 25. Starting from these bicyclo[2.2.2]octenes, the C13 degradation products of carotenoids including 3-oxo-α-ionone 20, blumenol-C 27 and 1,3,7,7-tetramethyl-2-oxabicyclo[4.4.0]decan-9-one 29 have been synthesized.

Norisoprenoids in Vitis vinifera White Wine Grapes and the Identification of a Precursor of Damascenone in These Fruits

Twenty-four norisoprenoids, which are either free volatile components of juices of Vitis vinifera cvv.Chardonnay, Semillon and Sauvignon Blanc, or are liberated by glycosidase enzyme, or acid hydrolysis of extracts of these juices, have been identified.Eleven of these norisoprenoids are reported as grape products for the first time.The hypothetical 7-oxomegastigmane precursors, grasshopper ketone (5) and megastigm-5-en-7-yne-3,9-diol (10), as well as the related allene, 9-hydroxymegastigma-4,6,7-trien-3-one (6), have been observed for the first time, cooccurring with damascenone (1), 3-hydroxy-β-damascone (2), 3-oxo-β-damascone (3) and 3-oxo-α-damascone (4).Hydrolytic studies have shown that megastigm-5-en-7-yne-3,9-diol (10) is a precursor of damascenone (1) and 3-hydroxy-β-damascone (2) during wine conservation.