365217-74-9Relevant academic research and scientific papers
The synthesis of the monomeric moiety of disorazole C1
Hillier,Park,Price,Ng,Meyers
, p. 2821 - 2824 (2000)
The stereocontrolled synthesis of the monomeric subunit of the macrolide dimer disorazole C1 (1) has been accomplished by convergent coupling of 3 and 4 using the Stille method. (C) 2000 Elsevier Science Ltd.
Studies on the total synthesis of disorazole C1. An advanced macrocycle intermediate
Hillier,Price,Meyers
, p. 6037 - 6045 (2007/10/03)
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.
