141236-27-3

Upstream product

• 185025-21-2 (Z)-3-[(4S,5S)-5-((Z)-2-Ethoxycarbonyl-vinyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-acrylic acid ethyl ester 
• 100-39-0 benzyl bromide 
• 185025-22-3 (4S,5S)-4,5-Bis-((Z)-3-benzyloxy-propenyl)-2,2-dimethyl-[1,3]dioxolane 
• 179798-96-0 (Z)-3-[(4S,5S)-5-((Z)-3-Hydroxy-propenyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-prop-2-en-1-ol 

Downstream Products

• 185025-20-1 Carbonic acid (Z)-(1S,2S)-5-benzyloxy-1-((Z)-3-benzyloxy-propenyl)-2-ethoxycarbonyloxy-pent-3-enyl ester ethyl ester 

Relevant academic research and scientific papers

Synthesis of chiral 3E,5E-octadiene-1,2R-7R,8-tetraol frameworks by means of palladium(II)-promoted hetero-Claisen rearrangement: Mechanistic aspect

A plausible mechanism has been proposed for the exclusive formation of symmetrical dienediol such as 1,6-bis(acetoxy)-2,4-diene in palladium(II)-promoted [3,3]sigmatropic rearrangement of 3,4-bis(acetoxy)-1,5-diene system. This mechanism referred to as migration-induced intramolecular dioxanium ion switching (MIDIS) process can reasonably explain why the vicinal acetoxy groups move from 3,4-position and not to 5,6- but two directionally to 1,6-position.