1207669-97-3Relevant academic research and scientific papers
Mild and efficient desymmetrization of diynes via hydroamination: Application to the synthesis of (±)-monomorine I
Iska, Vijaya Bhaskara Reddy,Verdolino, Vincenzo,Wiest, Olaf,Helquist, Paul
supporting information; experimental part, p. 1325 - 1328 (2010/04/26)
(Chemical Equation Presented) An efficient silver-catalyzed desymmetrization of amino diynes via hydroamination is reported. A variety of functionalized 1-pyrroline derivatives were synthesized in 73% to 88% isolated yields (>98% by 1H NMR in some cases). The usefulness of this mild hydroamination method was further shown by the desymmetrization of unprotected tert-hydroxy diynes. Structures of two transition states have been studied computationally. An application of this method was demonstrated by a short and efficient synthesis of (±)-monomorine I. 2010 American Chemical Society.
