182880-75-7

Upstream product

• 2244-16-8 (S)-p-mentha-6,8-dien-2-one 
• 158930-44-0 6-methyl-carvone 
• 212185-22-3 (5R,6R)-6-(3,3-diethoxypropyl)-2,6-dimethyl-5-(1-methylethenyl)-2-cyclohexen-1-one 
• 183072-24-4 3-[(1R,6R)-1,3-dimethyl-6-(1-methylethenyl)-2-oxo-3-cyclohexenyl]-1-propanal 
• 69739-34-0 t-butyldimethylsiyl triflate 
• 182880-73-5 (5R,6R)-2,6-dimethyl-5-(1-methylethenyl)-6-((E)-4-methyl-5-oxo-3-hexenyl)-2-cyclohexen-1-one 

Downstream Products

• 183072-25-5 (1aS,1bR,3aR,4R,5S,7aR,7bR,9aR)-4-(2,5-Bis-methoxymethoxy-3-methyl-benzyl)-9a-(tert-butyl-dimethyl-silanyloxy)-1a,3a,5,7b-tetramethyl-tetradecahydro-cyclopropa[a]phenanthren-4-ol 
• 182880-82-6 (1aS,1bR,3aR,4S,5S,7aR,7bR,9aR)-4-(2,5-Bis-methoxymethoxy-3-methyl-benzyl)-9a-(tert-butyl-dimethyl-silanyloxy)-1a,3a,5,7b-tetramethyl-tetradecahydro-cyclopropa[a]phenanthren-4-ol 
• 75657-53-3 stypodiol 

Relevant academic research and scientific papers

Diastereoselective synthesis of spongian diterpenes. Total synthesis of the furanoditerpene (-)-spongia-13(16),14-diene

An effective diastereoselective synthesis of the marine-sponge metabolite (-)-spongia-13(16),14-diene 1 is achieved starting from S-(+)- carvone via a homochiral phenanthrenone as the key intermediate for the construction of the furan ring system. S-(+)-C

An efficient stereoselective synthesis of stypodiol and epistypodiol

An efficient synthesis of stypodiol (1) and its epimer at C-14, epistypodiol (2), was accomplished starting from (S)-(+)-carvone (7). The synthesis of both epimeric compounds proceeds through common intermediates using an IMDA reaction, a sonochemical Barbier reaction, and an acid- catalyzed quinol-tertiary alcohol cyclization as key synthetic steps.