52103-92-1

Upstream product

• 514-96-5 β-pyronene 
• 527-17-3 Duroquinone 
• 917-54-4 methyllithium 
• 75-16-1 methylmagnesium bromide 
• 14203-64-6 7,9,9-trimethyl-1,4-dioxa-spiro[4.5]dec-6-en-8-one 
• 128926-18-1 7,8,9,9-Tetramethyl-1,4-dioxaspiro<4.5>dec-6-en-8-ol 

Downstream Products

• 34014-87-4 3,4,4,5-Tetramethyl-2,5-cyclohexadien-1-on 
• 20548-00-9 3,5,5-trimethyl-4-methylidene-2-cyclohexene-1-one 
• 51994-05-9 2,2,6,6-tetramethylcyclohex-3-enone 

Relevant academic research and scientific papers

Novel synthesis of degradation products of carotenoids, megastigmatrienone analogues and blumenol-A

Synthesis of 4-alkylidene-3,5,5-trimethylcyclohex-2-enones 7 has been achieved utilising 1,4-conjugate dehydrobromination of allylic bromides 5 as a key step. This chemical transformation is applied to the synthesis of degradation products of carotenoids: megastigmatrienones 7e/1-4,4-methylene-3,5,5-trimethylcyclohex-2-enone 7a, 4-(3-hydroxybutylidene)-3,5,5-trimethylcyclohex-2-enone 9,1,3,7,7-tetramethyl-2-oxabicyclo[4.4.0]dec-5-en-9-one 10a-b and 3,4,7,8-tetrahydro-4,4,7-trimethylnaphthalen-2(6H)-one 15. A novel photoisomerisation of 4-[(Z)-3-acetoxybut-2-enyl]-4-hydroxy-3,5,5-trimethylcyclohex-2-enone 19 to 4-[(E)-3-acetoxybut-2-enyl]-4-hydroxy-3,5,5-trimethylcyclohex-2-enone 20 enables us to synthesise blumenol-A 21.

Structure-Odor Correlation, XIII. - Synthesis and Olfactive Properties of Megastigmatrienone Analogues

The key compound 9 was readily prepared in larger quantities by an improvement of a known procedure.Addition of carbanions to the unprotected ketone 9 gives the hydroxy ketones 16 - 21 via the acetals 10 - 15.Dehydration of 16 - 20 furnishes the dienones

Selective Reactions of Carbanions with p-Quinones. The Aggregate Model

Additions of carbanions to unsymmetrical p-quinones can be achieved at either carbonyl carbon by a judicious choice of reaction conditions.