196805-86-4

Upstream product

• 196805-78-4 (1'S,4'aS,8'aS)-1'-(2-Benzyloxy-ethyl)-5',5',8'a-trimethyl-octahydro-spiro[[1,3]dioxolane-2,2'-naphthalene] 
• 196805-84-2 (1'R,4'aS,8'aS)-1'-(2-Benzyloxy-ethyl)-5',5',8'a-trimethyl-octahydro-spiro[[1,3]dioxolane-2,2'-naphthalene] 
• 196805-76-2 ((1'S,4'aS,8'aS)-5',5',8'a-Trimethyl-octahydro-spiro[[1,3]dioxolane-2,2'-naphthalen]-1'-yl)-acetic acid ethyl ester 
• 196805-83-1 ((1'R,4'aS,8'aS)-5',5',8'a-Trimethyl-octahydro-spiro[[1,3]dioxolane-2,2'-naphthalen]-1'-yl)-acetic acid ethyl ester 
• 196805-79-5 (1S,4aS,8aS)-1-(2-Benzyloxy-ethyl)-5,5,8a-trimethyl-octahydro-naphthalen-2-one 
• 196805-77-3 2-((1'S,4'aS,8'aS)-5',5',8'a-Trimethyl-octahydro-spiro[[1,3]dioxolane-2,2'-naphthalen]-1'-yl)-ethanol 
• 106035-70-5 2-((1'R,4'aS,8'aS)-5',5',8'a-Trimethyl-octahydro-spiro[[1,3]dioxolane-2,2'-naphthalen]-1'-yl)-ethanol 
• 196805-70-6 2,3,4,4a,5,6,7,8-octahydro-2β,3β-dihydroxy-4aβ,8,8-trimethylnaphthalene 
• 196805-72-8 2,3,4,4a,5,6,7,8-octahydro-2β,3α-dihydroxy-4aβ,8,8-trimethylnaphthalene 
• 123357-26-6 4aα,5,6,7,8,8a-hexahydro-5,5,8aβ-trimethylnaphthalen-2(1H)-one 
• 196805-75-1 3,4,4aα,5,6,7,8,8a-octahydro-5,5,8aβ-trimethyl-2-oxo-1α-naphthalene acetic acid ethyl ester 
• 196805-74-0 4aα,5,6,7,8,8a-hexahydro-5,5,8aβ-trimethyl-2-oxo-1α-naphthalene acetic acid ethyl ester 
• 123298-84-0 3,5,6,7,8,8a-hexahydro-5,5,8aβ-trimethylnaphthalen-2(1H)-one 
• 100-44-7 benzyl chloride 

Downstream Products

• 6790-58-5 (-)-ambroxide 
• 41747-05-1 13,14,15,16-tetranor-8βH-labdane-8,12-diol 

Relevant academic research and scientific papers

The chemistry of thujone. XX. New enantioselective syntheses of Ambrox and epi-Ambrox

The development of a new synthetic approach to (-)-Ambrox (37) and epi-Ambrox (29) using thujone (1) as a chiral synthon, is presented. Thujone (1), a readily available starting material obtained from Western red cedar, can be efficiently converted to β-cyperone (2) and the latter is then chemically elaborated to the key intermediate, the enone 6. A carbonyl transposition of 6 to enone 9 also allows a formal synthesis of (-)-Polywood (18).