1449417-62-2

Upstream product

• 1462-35-7 1-bromo-2-(chloromethoxy)ethane 
• 77118-87-7 (S)-1-Phenyl-3-buten-1-ol 

Downstream Products

• 1449418-05-6 C₂₀H₂₂BrIN₄O₂S 
• 1449417-66-6 (E)-3-(3-(2-bromoethoxy)-4-iodo-1-phenylbutoxy)-1-phenylprop-2-en-1-one 
• 1449418-09-0 2-((2R,4S,6S)-4-(2-bromoethoxy)-6-phenyltetrahydro-2H-pyran-2-yl)-1-phenylethanone 
• 1449417-68-8 1-((((1S,3R)-3-(2-bromoethoxy)-4-iodo-1-phenylbutoxy)methyl)sulfonyl)-4-methylbenzene 
• 1449417-64-4 (1S,3R)-3-(2-bromoethoxy)-4-iodo-1-phenylbutan-1-ol 

Relevant academic research and scientific papers

Concise enantioselective synthesis of diospongins A and B Dedicated to Paul A. Wender, an inspirational teacher and scholar and a generous mentor, on receipt of the 2013 Tetrahedron Prize

Ether transfer methodology is capable of stereoselectively generating 1,3-diol mono- and diethers in good yield. Surprisingly, allylic and benzylic substrates provide none of the desired products when exposed to previously optimized conditions of iodine monochloride. Herein, second-generation activation conditions for ether transfer have been developed that circumvents undesired side reactions for these substrates. The application of this chemistry to the enantioselective synthesis of diospongins A and B has now been accomplished.