866148-49-4

Upstream product

• 4392-24-9 Cinnamyl bromide 
• 866148-31-4 (E)-(4R,9R)-4,5,9-Trimethyl-7-methylene-1-phenyl-4-triethylsilanyloxy-10-triisopropylsilanyloxy-dec-1-en-5-ol 
• 866148-44-9 (R)-2-Methyl-4-trimethylsilanylmethyl-pent-4-en-1-ol 
• 866148-35-8 (E)-(2R,7R)-2,7-Dimethyl-4,6-dimethylene-10-phenyl-dec-9-ene-1,7-diol 
• 75-86-5 2-hydroxy-2-methylpropanenitrile 
• 866148-27-8 (2S,5R)-2-tert-Butyl-5-methyl-5-((E)-3-phenyl-allyl)-[1,3]dioxolan-4-one 
• 866148-29-0 (S)-4-Benzyl-3-((R)-2-methyl-4-trimethylsilanylmethyl-pent-4-enoyl)-oxazolidin-2-one 
• 866148-30-3 (R)-4-Methyl-5-triisopropylsilanyloxy-2-trimethylsilanylmethyl-pent-1-ene 
• 866148-28-9 (E)-(R)-3-Methyl-6-phenyl-3-triethylsilanyloxy-hex-5-en-2-one 
• 866148-45-0 (E)-(R)-3-Hydroxy-3-methyl-6-phenyl-hex-5-en-2-one 

Downstream Products

• 866148-38-1 (E)-(3R,8R)-3,8-Dimethyl-5,7-dimethylene-11-phenyl-8-triethylsilanyloxy-undec-10-enenitrile 
• 866148-39-2 7-(3,4-dihydroxy-1-methyl-4-phenyl-1-triethylsilanyloxy-butyl)-3-methyl-5-methylene-oct-7-enenitrile 

Relevant academic research and scientific papers

Synthetic studies toward amphidinolide B1: Synthesis of the C9-C26 fragment

(Chemical Equation Presented) The synthesis of the C9-C 26 portion of amphidinolide B1 is described. A Fleming allylation followed by elimination was employed for the construction of the C13-C15 diene portion. Sharpless asymmetric dihydroxylation was utilized for regioselective functionalization of a styrene-derived alkene, in the presence of the C13-C15 diene functionality. A highly diastereoselective aldol reaction was developed to establish the C18 stereochemistry.