791635-36-4Relevant academic research and scientific papers
Short synthesis of (+)-cylindricine C and formal total synthesis of (-)-lepadiformine
Mihara, Hisashi,Shibuguchi, Tomoyuki,Kuramochi, Akiyoshi,Ohshima, Takashi,Shibasaki, Masakatsu
, p. 421 - 438 (2008/03/12)
A short synthesis of (+)-cylindricine C (1c) and a formal total synthesis of (-)-lepadiformine (2) were achieved. The key strategy for the syntheses was a catalytic asymmetric Michael reaction using a two-center organocatalyst (11) (TaDiAS: Tartrate-deriv
Short synthesis of (+)-cylindricine C by using a catalytic asymmetric Michael reaction with a two-center organocatalyst
Shibuguchi, Tomoyuki,Mihara, Hisashi,Kuramochi, Akiyoshi,Sakuraba, Shun,Ohshima, Takashi,Shibasaki, Masakatsu
, p. 4635 - 4637 (2007/10/03)
(Chemical Equation Presented) Two for the price of one: The total synthesis of (+)-cylindricine C has been achieved in six steps using a catalytic asymmetric Michael reaction and tandem cyclization. A newly designed two-center organocatalyst gives good selectivity in this Michael reaction. TaDiAS = tartrate-derived diammonium salt.
An N-acyliminium cyclization approach to a total synthesis of (+)-cylindricine C
Liu, Jia,Swidorski, Jacob J.,Peters, Scott D.,Hsung, Richard P.
, p. 3898 - 3902 (2007/10/03)
Details of problems and solutions encountered during the development of an enantioselective total synthesis of (+)-cylindricine C are described here. The total synthesis itself was accomplished in 8 steps, featuring an N-acyliminium cyclization strategy,
Total syntheses of (+)-cylindricines C-E and (-)-lepadiformine through a common intermediate derived from an aza-Prins cyclization and Wharton's rearrangement
Liu, Jia,Hsung, Richard P.,Peters, Scott D.
, p. 3989 - 3992 (2007/10/03)
(Chemical Equation Presented) Enantioselective total syntheses of (+)-cylindricines C-E and (-)-lepadiformine through a common tricyclic intermediate are described here. These syntheses are concise and feature an aza-Prins cyclization and a seldom-used Wh
