864914-98-7Relevant academic research and scientific papers
Total syntheses of (+)- and (-)-pestalotiopsin A
Takao, Ken-Ichi,Hayakawa, Nobuhiko,Yamada, Reo,Yamaguchi, Taro,Saegusa, Hiroshi,Uchida, Masatoshi,Samejima, Suguru,Tadano, Kin-Ichi
supporting information; experimental part, p. 6452 - 6461 (2009/12/24)
(Chemical Equation Presented) An enantioselective total synthesis of both enantiomers of caryophyllene-type sesquiterpenoid pestalotiopsin A has been achieved, thereby establishing the absolute stereochemistry of natural (+)-pestalotiopsin A. Highlights o
Synthetic studies of pestalotiopsin A: Asymmetric synthesis of the 2-oxabicyclo[3.2.0]heptane substructure
Takao, Ken-Ichi,Saegusa, Hiroshi,Tsujita, Tomohiro,Washizawa, Takenori,Tadano, Kin-Ichi
, p. 5815 - 5818 (2007/10/03)
A functionalized 2-oxabicyclo[3.2.0]heptan-3-one derivative, possessing all the skeletal carbons of pestalotiopsin A, has been synthesized. For the preparation of intermediary cyclobutane derivatives in enantioenriched form, the Lewis acid-catalyzed [2+2] cycloaddition of N-propiolated Oppolzer's camphorsultam with dimethylketene bis(trimethylsilyl) acetal followed by a stereoselective 1,4-hydride addition/protonation, has been developed.
