17990-15-7

Upstream product

• 54274-72-5 (R)-5-((1R,2R,4aS,8aS)-2-acetoxy-2,5,5,8a-tetramethyldecahydronaphthalen-1-yl)-3-methylpent-1-en-3-yl acetate 
• 22628-64-4 Acetic acid (1R,2R,4aS,8aS)-2,5,5,8a-tetramethyl-1-(3-methylene-pent-4-enyl)-decahydro-naphthalen-2-yl ester 

Downstream Products

• 564-20-5 (3aR)-(+)-sclareolide 
• 10314-52-0 8a-hydroxy-13,14,15,16-tetranorlabdan-12-oic acid 

Relevant academic research and scientific papers

Oxidative degradation of the sclareol side chain: hemisyntheses of ambergris derivatives using in the key steps palladium complexes or ruthenium tetroxide generated in situ

We report the hemisyntheses of various ambergris-type derivatives: ambraoxide 4, Ambrox 8, 13-methylambraoxide 13, ambraketal 14, norambraketal 15, non-norambraketal 16 and dioxepane 53.Sclareol 12 is used as starting material because it is currently available from Salvia sclarea.The key steps involve an oxidative degradation of the sclareol 12 side chain, using either palladium complexes or ruthenium tetroxide generated in situ. - Keywords: sclareol; Ambrox; ambraoxide; 13-methylambraoxide; ambraketal; norambraketal; nor-norambraketal; farnesylic aldehyde; palladium complex; ruthenium tetroxide generated in situ; oxidative degradation