685895-46-9Relevant academic research and scientific papers
Efficient construction of novel α-keto spiro ketal and the total synthesis of (±)-terreinol
Wei, Wan-Guo,Zhang, Yong-Xia,Yao, Zhu-Jun
, p. 11882 - 11886 (2007/10/03)
The first total synthesis of (±)-terreinol is described. An intramolecular Pd(II)-catalyzed cycloisomerization of a 2-(1′-alkynyl) benzyl alcohol via an apparent 6-endo diagonal pathway led to the 1H-isochromene ring system, which was further converted to
Synthesis of azaphilones and related molecules by employing cycloisomerization of o-alkynylbenzaldehydes
Zhu, Jianglong,Germain, Andrew R.,Porco Jr., John A.
, p. 1239 - 1243 (2007/10/03)
Right to the core: Gold(III)-catalyzed cycloisomerization of o-alkynylbenzaldehydes to 2-benzopyrylium salts and subsequent in situ oxidation have been employed to prepare the core structure of azaphilone natural products, such as the sphingosine kinase inhibitor S-15183 (see scheme, DCE = 1,2-dichloroethane, TFA = trifluoroacetic acid)), and several unnatural azaphilones.
