1353001-99-6

Basic information

• Product Name: C₁₂H₁₆O
• CAS NO: 1353001-99-6
• Molecular Weight: 176.258
• Mol File: 1353001-99-6.mol

Chemical Properties

• CAS DataBase Reference: C₁₂H₁₆O(CAS DataBase Reference)
• NIST Chemistry Reference: C₁₂H₁₆O(1353001-99-6)
• EPA Substance Registry System: C₁₂H₁₆O(1353001-99-6)

Safety Data

• Hazardous Substances Data: 1353001-99-6(Hazardous Substances Data)

Upstream product

• 1353001-94-1 (rac)-1-methyl-3-[(3E)-pent-3-en-2-yloxy]benzene 
• 108-39-4 3-methyl-phenol 

Relevant articles and documents

Total synthesis of (+)-7,11-helianane and (+)-5-chloro-7,11-helianane through stereoselective aromatic claisen rearrangement

The aromatic bisabolene sesquiterpene of marine origin (+)-7,11-helianane (1) and its moderately cytotoxic halogenated relative (+)-5-chloro-7,11- helianane (3) have been synthesized by a concise, stereoselective route. By capitalizing on a palladium-catalyzed asymmetric allylic alkylation (Pd-AAA) reaction, followed by a thermal (uncatalyzed) aromatic Claisen rearrangement, which allowed for the installation of the required benzylic stereocenter, the aforementioned natural products were secured in 80 % ee, with almost complete transfer of stereochemical information during the [3,3] sigmatropic process. The enantioselective total synthesis confirmed the recently proved (S) absolute configuration for (+)-7,11-helianane (1) and demonstrated the same configuration, for the first time, in the case of (+)-5-chloro-7,11-helianane (3).