Scalable synthesis of the C14–C23 fragment of Eribulin and Halichondrin B

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...

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Bibliographic Details
Published in:Bulletin of the Korean Chemical Society 2022-12, Vol.43 (12), p.1367-1372
Main Authors: Kim, U Bin, Samala, Srinivas, Kim, Namhyeon, Bogonda, Ganganna, Lago‐Santomé, Hugo, Jeong, Youngdo, Kim, Jin, Jung, Jaehun, Jeon, Sung‐Hyun, Lee, Seung Jong, Shin, Hyunik
Format: Article
Language:English
Subjects:
carbene
eribulin
Halichondrin B
rhodium (II) catalysis
stereoselectivity
Wittig rearrangement
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Summary: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. A novel approach to the C14–C23 fragment of eribulin mesylate is disclosed. Key 2,3‐Wittig rearrangement is strategically affected 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.
ISSN:1229-5949
1229-5949
DOI:10.1002/bkcs.12624