Total Synthesis of Spongistatin 1: A Synthetic Strategy Exploiting Its Latent Pseudo-Symmetry

The challenging structure and potent growth inhibition properties against a variety of human cancer cell lines make Spongistatin 1 (1) an exciting target for total synthesis. Enantioselective total synthesis has been achieved by exploiting a latent element of pseudo‐symmetry (‐ ‐ ‐ ‐ ‐ =pseudo‐C2 ax...

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Veröffentlicht in:Angewandte Chemie International Edition 2005-08, Vol.44 (34), p.5433-5438
Hauptverfasser: Ball, Matthew, Gaunt, Matthew J., Hook, David F., Jessiman, Alan S., Kawahara, Shigeru, Orsini, Paolo, Scolaro, Alessandra, Talbot, Adam C., Tanner, Huw R., Yamanoi, Shigeo, Ley, Steven V.
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container_end_page 5438
container_issue 34
container_start_page 5433
container_title Angewandte Chemie International Edition
container_volume 44
creator Ball, Matthew
Gaunt, Matthew J.
Hook, David F.
Jessiman, Alan S.
Kawahara, Shigeru
Orsini, Paolo
Scolaro, Alessandra
Talbot, Adam C.
Tanner, Huw R.
Yamanoi, Shigeo
Ley, Steven V.
description The challenging structure and potent growth inhibition properties against a variety of human cancer cell lines make Spongistatin 1 (1) an exciting target for total synthesis. Enantioselective total synthesis has been achieved by exploiting a latent element of pseudo‐symmetry (‐ ‐ ‐ ‐ ‐ =pseudo‐C2 axis) within the ABCD bis(spiroketal) fragment (red substructure).
doi_str_mv 10.1002/anie.200502008
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source MEDLINE; Wiley Online Library Journals Frontfile Complete
subjects Biological Factors - chemical synthesis
Biological Factors - chemistry
dithianes
Macrolides - chemical synthesis
Macrolides - chemistry
Molecular Structure
natural products
pseudo-symmetry
spongistatin 1
Stereoisomerism
total synthesis
title Total Synthesis of Spongistatin 1: A Synthetic Strategy Exploiting Its Latent Pseudo-Symmetry
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