61431-50-3

Upstream product

• 74592-37-3 (3-Bromo-1,4-dimethyl-2-oxo-cyclohexyl)-acetic acid ethyl ester 
• 37720-07-3 ethyl (1,4-dimethyl-2-oxocyclohex-3-enyl)acetate 
• 37720-06-2 Ethyl 1,4-Dimethyl-2-oxo-1-cyclohexaneacetate 
• 37720-05-1 (1,4-Dimethyl-2-oxo-cyclohexyl)-acetic acid 
• 37720-03-9 1,4-Dimethyl-2-oxo-3-cyclohexeneacetic acid 
• 61476-32-2 (3α,3aα,7aα)-3a,4,5,7a-Tetrahydro-3,3a,6-trimethyl-2-(3H)-benzofuranone 
• 74592-60-2 (1,4-Dimethyl-2-oxo-cyclohexyl)-acetaldehyde 
• 37720-04-0 2,5-Dimethyl-2-(3-propenyl)cyclohexanone 
• 33722-72-4 (3a-cis)-3a,4,5,7a-Tetrahydro-3a,6-dimethyl-2(3H)-benzofuranone 
• 932-51-4 2,5-dimethylcyclohexanone 
• 61431-49-0 (3S,3aS,7aS)-3,3a,6-Trimethyl-3-[4-(tetrahydro-pyran-2-yloxy)-butyl]-3a,4,5,7a-tetrahydro-3H-benzofuran-2-one 
• 74592-40-8 (3α,3aα,7aα)-3a,4,5,7a-Tetrahydro-3,3a,6-trimethyl-3-(4-hydroxybutyl)-2(3H)-benzofuranone 

Relevant academic research and scientific papers

66. β-Cleavage of Potassium bicyclooct-5-en-2-olates. Stereoselective Synthesis of (+-)-Trichodiene

The transformation of 12 bicyclooct-5-en-2-ols (V or VI) to 3-(cyclohex-3-enyl)-2-alkanones (III or IV), via β-cleavage of their potassium alkoxides in HMPA, has been investigated (cf. table I).As an illustration of this synthetic methodology, a stereoselective synthesis of (+)-trichodiene ((+)-1) is described wich involves the β-cleavage of the tricyclic potassium alkoxides 46a and 47a to cyclopentanone 4 (cf.Scheme 7).

Stereoselective Total Synthesis of (+/-)-Trichodiene: Biogenetic Precursor of the Trichothecane Sesquiterpenoids

Two approaches to the total synthesis of (+/-)-trichodiene (1) are reported from cis-fused lactone 10.Sequential alkylation of lactone 10 was observed to be highly stereoselective as established by the construction of diastereomeric lactone esters 12 and