561-89-7Relevant academic research and scientific papers
Modular Terpenoid Construction via Catalytic Enantioselective Formation of All-Carbon Quaternary Centers: Total Synthesis of Oridamycin A, Triptoquinones B and C, and Isoiresin
Feng, Jiajie,Noack, Florian,Krische, Michael J.
supporting information, p. 12364 - 12367 (2016/10/07)
Total syntheses of oridamycin A, triptoquinones B and C, and isoiresin are accomplished from a common intermediate prepared via iridium-catalyzed alcohol C-H tert-(hydroxy)prenylation - a byproduct-free process that forms an all-carbon quaternary stereocenter with excellent control of diastereo- and enantioselectivity.
Total Synthesis of (+)-Iresin
Wang, Bian-Lin,Gao, Hai-Tao,Li, Wei-Dong Z.
, p. 5296 - 5301 (2015/06/02)
The first asymmetric total synthesis of (+)-iresin (4), an historically important ent-Drimane sesquiterpene lactone, was realized from aldehyde 3 via cyclic orthoester 6 in 5 steps. Notable transformations in this synthesis include a tandem trifluoroperacetic acid (TFPAA)-mediated Baeyer-Villiger oxidation-olefin epoxidation-epoxy ester cyclization, regioselective Burgess dehydration, and regioselective Fétizon oxidative lactonization. (Chemical Equation Presented).
