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Samala, Srinivas,Ryu, Do Hyun,Song, Choong Eui,Yoo, Eun Jeong The Royal Society of Chemistry 2019 Organic & Biomolecular Chemistry Vol.17 No.7
<P>An efficient multicomponent dipolar cycloaddition for the synthesis of polycyclic fused pyrrolizidines was developed using <I>N</I>-aromatic zwitterions, aldehydes, and amino acids. The developed reactions proceed through azomethine ylides generated <I>in situ</I> from the decarboxylated reactions of aldehydes and amino acids followed by the [3 + 2] cycloaddition of <I>N</I>-aromatic zwitterions under mild reaction conditions.</P>
Scalable synthesis of the C14–C23 fragment of Eribulin and Halichondrin B
Kim U Bin,Samala Srinivas,Kim Namhyeon,Bogonda Ganganna,Lago‐Santomé Hugo,Jeong Youngdo,Kim Jin,Jung Jaehun,Jeon Sung‐Hyun,Lee Seung Jong,신현석 대한화학회 2022 Bulletin of the Korean Chemical Society Vol.43 No.12
A novel, scalable approach to the C14–C23 fragment of eribulin mesylate is disclosed. Key 2,3-Wittig rearrangement is strategically effected via [Rh] mediated decomposition of 1,2,3-triazole intermediate to derive the 2,5-trans-tetrahydrofuran motif, enabling multi-kilogram access to the desired C14–C23 fragment.