213385-41-2

Upstream product

• 63473-60-9 (R)-3-methylpentanedioic acid monomethyl ester 
• 32365-96-1 methyl 3-(R)-methyl-5-hydroxypentanoate 
• 213385-42-3 (R)-5-(4-Methoxy-benzyloxy)-3-methyl-pentanoic acid methyl ester 
• 756-79-6 dimethyl methane phosphonate 

Downstream Products

• 213385-45-6 (4S,5R,6S)-2,2-Di-tert-butyl-4-[(E)-(4R,6R)-4-methoxy-8-(4-methoxy-benzyloxy)-6-methyl-oct-2-enyl]-5-methyl-6-((S)-1-methyl-2-triisopropylsilanyloxy-ethyl)-[1,3,2]dioxasilinane 
• 213385-44-5 (E)-(4R,6R)-1-[(4S,5R,6S)-2,2-Di-tert-butyl-5-methyl-6-((S)-1-methyl-2-triisopropylsilanyloxy-ethyl)-[1,3,2]dioxasilinan-4-yl]-8-(4-methoxy-benzyloxy)-6-methyl-oct-2-en-4-ol 
• 213385-43-4 (E)-(R)-1-[(4S,5R,6S)-2,2-Di-tert-butyl-5-methyl-6-((S)-1-methyl-2-triisopropylsilanyloxy-ethyl)-[1,3,2]dioxasilinan-4-yl]-8-(4-methoxy-benzyloxy)-6-methyl-oct-2-en-4-one 

Relevant academic research and scientific papers

Studies in marine macrolide synthesis: Stereocontrolled synthesis of the C1-C11 and C15-C27 subunits of aplyronine A

The aplyronine C1-C11 subunit 4, containing 4 stereocentres and the (E,E)-diene system, was prepared in 7 steps from ethyl ketone (R)-8 using a boron-mediated anti aldol reaction. The corresponding C15-C27 subunit 5, containing 6 stereogenic centres and an (E)-alkene, was obtained in 10 steps from ketone (S)-14 using a tin(II)-mediated syn aldol reaction and CBS enone reduction.