1223400-94-9Relevant articles and documents
Synthetic studies directed towards various homologues of natural Sesquiterpene-Coumarin ethers: The Domino approach
Corbu, Andrei,Castro, Juan M.,Aquino, Maurizio,Gandara, Zoila,Retailleau, Pascal,Arseniyadis, Simeon
supporting information; experimental part, p. 1483 - 1493 (2010/06/13)
A domino-based strategy was used to construct analogues containing the basic skeleton of the monocyclic sesquiter-pene-coumarin ethers galbanic acid (1) and secodrial (3), through conversion of the domino adduct 19 into 10 and 11, chosen as representative targets. 1H NMR patterns, corroborated by X-ray crystallographic analysis for two of the four possible diastereomeric arrangements of the six-membered B-ring common to various A-seco terpenes, have been determined. The observed trends help in the design of substituent combinations that provide a tool for diastereomeric recognition, depending on the cis/trans arrangement of the adjacent methyl groups and the adopted conformations.
