365217-79-4

Upstream product

• 2186-92-7 p-Anisaldehyde dimethyl acetal 
• 365217-78-3 (E)-(3S,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-4,4-dimethyl-oct-6-ene-1,3-diol 
• 365217-62-5 tert-Butyl-((E)-(R)-1-{1-[(S)-2-(4-methoxy-phenyl)-[1,3]dioxan-4-yl]-1-methyl-ethyl}-but-2-enyloxy)-dimethyl-silane 

Downstream Products

• 365217-63-6 (E)-(3S,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-4,4-dimethyl-oct-6-enal 
• 365217-80-7 tert-Butyl-[(Z)-(1R,3S)-6-iodo-3-(4-methoxy-benzyloxy)-2,2-dimethyl-1-((E)-propenyl)-hex-5-enyloxy]-dimethyl-silane 

Relevant academic research and scientific papers

Studies on the total synthesis of disorazole C1. An advanced macrocycle intermediate

Synthesis of protected tetradehydro-(6,6′-S)-(14,14′-S)-(16,16′-R)-disorazole (3), a potential precursor to the natural product disorazole C1 (1), is described. Key features of this work include (a) an unprecedented sequential 1,5 O → O silyl rearrangement/Horner-Wadsworth-Emmons reaction used to construct 18, (b) a highly convergent Sonogashira reaction between the dienyl iodide 7 and the alkyne 8 to assemble the dienyne monomeric fragment 5, and (c) the selective cyclization of 5 to give either the cyclic monomer 23 or the dimer 3.