886221-02-9

Upstream product

• 886221-00-7 2,2-dimethyl-4-triethylsilanyloxy-butyraldehyde 
• 7766-51-0 4-iodobut-1-ene 

Downstream Products

• 886221-15-4 4-Bromo-benzoic acid (1S,2S,3R,5S)-3-hydroxy-5-methyl-3-((E)-2,5,5-trimethyl-6-oxo-deca-2,9-dienoyl)-2-vinyl-cyclopentyl ester 

Relevant academic research and scientific papers

Synthesis of the norjatrophane diterpene (-)-15-acetyl-3-propionyl-17- norcharaciol

A scalable enantioselective synthesis of the nonnatural 17-norjatrophane diterpene 3-propionyl-15-acetyl-17-norcharaciol is described. Key C/C-connecting transformations are an Evans aldol reaction, an intramolecular carbonyl ene reaction, a Horner-Wadsworth-Emmons olefination, and a ring-closing metathesis for the formation of a 12-membered carbacycle.

Synthetic studies toward jatrophane diterpenes from Euphorbia characias. enantioselective synthesis of (-)-15-O-Acetyl-3-O-propionyl-17-norcharaciol

The enantioselective synthesis of (+)-17-norcharaciol is described. An uncatalyzed intramolecular carbonyl-ene reaction and a ring-closing metathesis were used as key C/C-connecting transformations to assemble the trans-bicyclo[10.3.0]pentadecane norditerpenoid core. We also report the evolution of our synthetic strategy toward the fully substituted characiol skeleton and the experiences from this venture.