1452372-72-3

Upstream product

• 142096-78-4 (E)-1-hydroxy-4-(triphenylmethoxy)-2-butene 
• 1374423-85-4 C₂₄H₂₄O₄S 

Downstream Products

• 1452372-99-4 (S,E)-N-((1S,2S)-1-hydroxy-1-phenylpropan-2-yl)-N-methyl-2-(2-(triisopropylsilyloxy)ethyl)-6-(trityloxy)hex-4-enamide 
• 1452372-84-7 C₄₃H₄₈O₃Si 
• 1452372-87-0 C₅₀H₅₄O₃Si 
• 1452372-90-5 C₅₀H₅₄O₄Si 
• 1452373-02-2 (S,E)-2-(2-(triisopropylsilyloxy)ethyl)-6-(trityloxy)hex-4-en-1-ol 
• 1452373-05-5 C₄₇H₅₈O₃Si 
• 1452373-08-8 C₃₈H₃₈O₃ 
• 1452372-93-8 (S,E)-tert-butyl((3-((naphthalen-2-ylmethoxy)methyl)-7-(trityloxy)hept-5-en-1-yl)oxy)diphenylsilane 
• 1452373-13-5 tert-butyl-((R)-4-(naphthalen-2-ylmethoxy)methyl-3-(((2R,3R)-3-(trityloxymethyl)oxiran-2-yl)methyl)butoxy)diphenylsilane 

Relevant academic research and scientific papers

Exploration of an epoxidation-ring-opening strategy for the synthesis of lyconadin A and discovery of an unexpected Payne rearrangement

In the context of synthetic efforts targeting the alkaloid lyconadin A, scalemic epoxide 25 was prepared by a highly stereoselective sequence involving a Myers alkylation and a Shi epoxidation. Ring-opening of this epoxide with a vinylcopper complex afforded alcohol 26 instead of the expected product 27. An unusual Lewis acid promoted Payne rearrangement of an α-trityloxy epoxide is proposed to account for this outcome.