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A synthesis of the C1–C15 domain of the halichondrins

✍ Scribed by Katrina L. Jackson; James A. Henderson; Jonathan C. Morris; Hajime Motoyoshi; Andrew J. Phillips

Publisher
Elsevier Science
Year
2008
Tongue
French
Weight
125 KB
Volume
49
Category
Article
ISSN
0040-4039

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✦ Synopsis

A concise route to the C1-C15 domain of the halichondrins is described. The key reaction is the conversion of a furfuryl alcohol to a pyranone. The stereocenter of this pyranone serves as the starting point for the other 8 stereocenters.

📜 SIMILAR VOLUMES

An expeditious synthesis of the C(1)-C(1
An expeditious synthesis of the C(1)-C(14) subunit of halichondrin B
✍ Steven D. Burke; Kyung Woon Jung; Jeannie R. Phillips; Roman E. Perri 📂 Article 📅 1994 🏛 Elsevier Science 🌐 French ⚖ 286 KB

The synthesis of he C(l)-C(14) segment 1 of hakhondtin B was achieved efficient&. Featured are the pinacof rearrangement of a-hydroxymesylate 0. the intramolecular Michael addition of 11, and the one-pot muftfstep mnversion of 73 to 1.

Synthetic Studies towards Halichondrins:
Synthetic Studies towards Halichondrins: Synthesis of the C.27–C.38 Segment
✍ Thomas D. Aicher; Keith R. Buszek; Francis G. Fang; Craig J. Forsyth; Sun Ho Jun 📂 Article 📅 1992 🏛 Elsevier Science 🌐 French ⚖ 277 KB

An efficient synthesis of the C.27-C.38 segment of halichondrins is accomplished, using the Ireland-Claisen rearrangement, Ni(ll)lCr(Il)-mediated coupling and Michael reactions as the key steps.