208764-84-5

Upstream product

• 208764-83-4 1-((4Z,8E)-10-Benzyloxy-4-benzyloxymethyl-8-methyl-deca-4,8-diene-1-sulfonyl)-4-methyl-benzene 
• 208764-80-1 (4Z,8E)-10-Benzyloxy-4-benzyloxymethyl-2-dimethylamino-8-methyl-deca-4,8-dienoic acid ethyl ester 
• 208764-82-3 (4Z,8E)-10-Benzyloxy-4-benzyloxymethyl-8-methyl-deca-4,8-dien-1-ol 
• 824-79-3 sodium 4-methylbenzenesulfinate 
• 110-93-0 6-Methyl-hept-5-en-2-on 
• 108-24-7 acetic anhydride 

Relevant academic research and scientific papers

Stereoselective synthesis of oxygenated trisubstituted olefins using N-ylides [2,3]rearrangement

[2,3]Sigmatropic rearrangement of N-(ethoxycarbonyl)-methyl-β-methallylammonium ylide with an oxygen functionality at the β-position or γ-position forms trisubstituted trans-olefins with high stereoselectivity. On the other hand, the rearrangement of salts having a tiglyl ester moiety instead of a carbethoxy group affords cis-olefins. The present method was applied to the synthesis of plaunotol.