35334-36-2

Upstream product

• 782474-44-6 tert-butyl-{(2S)-2,7-dimethyl-2-[(5S,6S)-2-(2,2,7,7-tetramethyl-1,3-dioxaspiro[4.5]dec-6-yl)ethyl]-2H-chromen-5-yloxy}dimethylsilane 
• 24190-33-8 (+)-(S)-dihydro-γ-ionone 
• 1634-34-0 2',6'-dihydroxy-4'-methylacetophenone 
• 782474-43-5 (2S)-2,7-dimethyl-2-[(5S,6S)-2-(2,2,7,7-tetramethyl-1,3-dioxaspiro[4.5]dec-6-yl)ethyl]chroman-1-ol 
• 782474-42-4 (2S)-5-methoxy-2,7-dimethyl-2-[(5S,6S)-2-(2,2,7,7-tetramethyl-1,3-dioxaspiro[4.5]dec-6-yl)ethyl]chroman 
• 782474-50-4 tert-butyl-{(2S)-2,7-dimethyl-2-[(5S,6S)-2-(2,2,7,7-tetramethyl-1,3-dioxaspiro[4.5]dec-6-yl)ethyl]chroman-5-yloxy}dimethylsilane 

Downstream Products

• 618120-18-6 (1S,2S)-1-hydroxymethyl-2-[(2S)-2-(5-methoxy-2,7-dimethyl-2H-chromen-2-yl)ethyl]-3,3-dimethylcyclohexanol 

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).

Biomimetic enantioselective total synthesis of (-)-siccanin via the Pd-catalyzed asymmetric allylic alkylation (AAA) and sequential radical cyclizations

(-)-Siccanin (1), a natural product possessing significant antifungal properties, was synthesized enantioselectively via a biomimetic route. This synthetic route features two sequential radical cyclizations: a Ti(III)-mediated radical cyclization of epoxy