72853-85-1Relevant academic research and scientific papers
Total synthesis of (+)-aureol
Kuan, Kevin K. W.,Pepper, Henry P.,Bloch, Witold M.,George, Jonathan H.
, p. 4710 - 4713,4 (2012/12/12)
A total synthesis of the marine sponge meroterpenoid (+)-aureol has been achieved in 12 steps (6% overall yield) from (+)-sclareolide. Key steps of the synthesis include a biosynthetically inspired sequence of 1,2-hydride and methyl shifts, and a biomimet
Total synthesis of (+)-aureol
Kuan, Kevin K. W.,Pepper, Henry P.,Bloch, Witold M.,George, Jonathan H.
, p. 4710 - 4713 (2013/01/15)
A total synthesis of the marine sponge meroterpenoid (+)-aureol has been achieved in 12 steps (6% overall yield) from (+)-sclareolide. Key steps of the synthesis include a biosynthetically inspired sequence of 1,2-hydride and methyl shifts, and a biomimet
Marine Sesquiterpene Quinones and Hydroquinones: Acid-Catalysed Rearrangements and Stereochemical Investigations
Urban, Sylvia,Capon, Robert J.
, p. 1023 - 1030 (2007/10/02)
Acid treatment of both ilimaquinone (3) and 5-epi-ilimaquinone (9) yielded the same rearrangement products, (7) and (8), thus defining a common absolute stereochemistry.Likewise, acid-catalysed rearrangement of avarol (10) and arenarol (11) yielded the common product aureol (13), allowing the absolute stereochemistry of arenarol (11) and its related quinone arenarone (12) to be assigned.This latter acid-catalysed rearrangement also yielded an unexpected electrophilic aromatic cyclization product (15), the dimethyl ether (17) of which could be obtained in quantitative yield from acid treatment of avarol dimethyl ether (16).
