124462-79-9

Upstream product

• 124462-90-4 (1S)-(-)-2,2-dimethyl-6-methylene-1-<4'-(trimethylsilyl)-3'-butynyl>cyclohexane 
• 124177-09-9 ethyl (1R,3S)-3-hydroxy-2,2-dimethyl-6-methylenecyclohexaneacetate 
• 124462-82-4 (1R,3S)-2-(-)-3-hydroxy-2,2-dimethyl-6-methylene-1-cyclohexaneethanol 
• 124462-83-5 (1S,2R)-(-)-3-<2'-(tert-butyldimethylsilyloxy)ethyl>-2,2-dimethyl-4-methylene-1-cyclohexanol 
• 124462-84-6 C₂₁H₄₅N₂O₃PSi 

Downstream Products

• 193530-70-0 5-((S)-2,2-Dimethyl-6-methylene-cyclohexyl)-pent-2-ynoic acid methyl ester 
• 122898-63-9 phenazinomycin 
• 68474-15-7 (S,E)-5-(2,2-dimethyl-6-methylenecyclohexyl)-3-methylpent-2-en-1-ol 
• 193530-72-2 (S)-2-((E)-5-Bromo-3-methyl-pent-3-enyl)-1,1-dimethyl-3-methylene-cyclohexane 
• 68420-48-4 (E)-5-((S)-2,2-Dimethyl-6-methylene-cyclohexyl)-3-methyl-pent-2-enoic acid methyl ester 
• 193530-71-1 (Z)-5-((S)-2,2-Dimethyl-6-methylene-cyclohexyl)-3-phenylsulfanyl-pent-2-enoic acid methyl ester 
• 124462-96-0 <1R<2'RS,3'E(1'')R>,2R,4aS,8aS>-(-)-1-<6'-(2'',2''-dimethyl-6''-methylenecyclohexyl)-2'-hydroxy-4'-methyl-3'-hexenyl>-1,2,3,4,4a,5,6,7,8,8a-decahydro-2-(methoxymethyloxy)-2,5,5,8a-tetramethylnaphthalene 
• 473-03-0 (1R,4aα)-1-[(E)-6-[(S)-2,2-dimethyl-6-methylenecyclohexyl]-4-methyl-3-hexenyl]decahydro-2,5,5,8aβ-tetramethylnaphthalene-2α-ol 
• 124462-97-1 <1R<2'RS,3'E(1'')R>,2R,4aS,8aS>-(+)-1-<2'-acetoxy-6'-(2'',2''-dimethyl-6''-methylenecyclohexyl)-4'-methyl-3'-hexenyl>-1,2,3,4,4a,5,6,7,8,8a-decahydro-2-(methoxymethyloxy)-2,5,5,8a-tetramethylnaphthalene 
• 124462-99-3 (1R,2R,4aS,8aS)-1-[(E)-6-((S)-2,2-Dimethyl-6-methylene-cyclohexyl)-4-methyl-hex-2-enyl]-2,5,5,8a-tetramethyl-decahydro-naphthalen-2-ol 

Relevant academic research and scientific papers

Collective synthesis of natural products sharing the dihydro-γ-ionone core

We decided to follow the so-called "collective total synthesis" approach to synthesize several structurally different molecules from a common intermediate possessing appropriate stereochemistry and functionalities. As the common precursor for the efficient preparation of these bioactive molecules, we chose (+)-3,4-dihydro-γ-ionone (1), a natural compound present in minor quantities in ambergris and in the plant Bellardia trixago. Thus, we report herein the enantioselective synthesis of siccanochromene F (2), metachromins U (3) and V (4), and bicyclic squalene derivative 5 as well as the formal syntheses of ambrein (6), phenazinomycin (7), and (-)-siccanin (8).

Triterpenoid Total Synthesis, I: Synthesis of Ambrein and Ambrox

The first total synthesis of (+)-ambrein (1), a triterpene alcohol isolated from ambergris, was achieved.Both the enantiomers of ambrox (2) were also synthesized.