1245634-64-3Relevant academic research and scientific papers
Synthesis of a lactone diastereomer of the cembranolide uprolide D
Marshall, James A.,Griot, Celine A.,Chobanian, Harry R.,Myers, William H.
supporting information; experimental part, p. 4328 - 4331 (2010/12/25)
Figure Presented. A convergent stereoselective synthesis of a C1/C14 bis-epimer of uprolide D is described in which an intramolecular Barbier-type reaction was employed for macrocyclization with concomitant introduction of the C1 and C14 stereocenters of a fused α-methylene lactone ring through an anti-Felkin-Anh transition state. Unlike previous examples of allyl chromium additions, none of the Felkin-Anh derived adduct could be detected.
