18444-94-5

Upstream product

• 16223-63-5 zizanoic alcohol 
• 16203-25-1 Zizanonsaeure 
• 1779-49-3 Methyltriphenylphosphonium bromide 
• 60812-53-5 5-methoxy-3,3-dimethyl-indan-1-one 
• 443891-10-9 2-methoxycarbonylmethyl-3,3-dimethyl-5-methoxyindan-1-one 
• 71574-62-4 2-carboxymethyl-3,3-dimethyl-5-methoxyindan-1-one 
• 71574-64-6 1,1-dimethyl-2-carboxymethyl-6-methoxyindane 
• 326886-94-6 1,1-dimethyl-2-methoxycarbonylmethyl-6-methoxyindane 
• 85434-34-0 1,1-dimethyl-2-(2-hydroxyethyl)-6-methoxyindane 
• 85434-36-2 1,1-dimethyl-2-(2-bromoethyl)-6-methoxyindane 
• 85434-38-4 1,1-dimethyl-2-(2-bromoethyl)-6-hydroxyindane 
• 85434-37-3 7,7-dimethyltricyclo<6.2.1.0^1.6>undeca-2,5-dien-4-one 

Downstream Products

• 38230-37-4 (+/-)-13-Thiophenylzizan-6-yl-benzoat 

Relevant academic research and scientific papers

A stereocontrolled total synthesis of (±)-zizaene

A stereocontrolled approach to the construction of the tricyclo[6.2.1.01,5]undecane ring system related to the sesquiterpene zizaene is delineated. Starting from an indanone, a bromophenol was prepared in a straightforward manner. An intramolecular anionic cyclisation then afforded a tricyclic dienone which was stereoselectively converted into a mesylate through various intermediates. Base induced rearrangement furnished a trans-fused ketone as the sole product which was converted into (±)-zizaene through Wittig olefination.