Total synthesis of peribysin E necessitates revision of the assignment of its absolute configuration Journal Article
| Authors: | Angeles, A. R.; Dorn, D. C.; Kou, C. A.; Moore, M. A. S.; Danishefsky, S. J. |
| Article Title: | Total synthesis of peribysin E necessitates revision of the assignment of its absolute configuration |
| Abstract: | (Chemical Equation Presented) The right way round: Peribysin E, a naturally occurring adhesion inhibitor, has been synthesized and, as a result, its absolute configuration reassigned. The natural and nonnatural enantiomers can be reached starting from (R)- or (S)-carvone, respectively. A key step is the ring contraction of 1 to 2 (see scheme, TBS = tert-butyldimethylsilyl, TES = triethylsilyl). © 2007 Wiley-VCH Verlag GmbH & Co. KGaA. |
| Keywords: | unclassified drug; cytology; cells, cultured; enzyme inhibition; drug effect; chemistry; cell culture; umbilical vein; vascular endothelium; endothelium, vascular; umbilical veins; chemical structure; molecular structure; conformation; cell adhesion; molecular conformation; synthesis; total synthesis; synthesis (chemical); indan derivative; stereoisomerism; drug products; indans; peribysin e; hl-60 cells; cross-coupling; epoxidation; ring contraction; enantiomers; shrinkage; cross coupling; cell strain hl 60 |
| Journal Title: | Angewandte Chemie - International Edition |
| Volume: | 46 |
| Issue: | 9 |
| ISSN: | 1433-7851 |
| Publisher: | Wiley Blackwell |
| Date Published: | 2007-01-01 |
| Start Page: | 1451 |
| End Page: | 1454 |
| Language: | English |
| DOI: | 10.1002/anie.200604308 |
| PUBMED: | 17387656 |
| PROVIDER: | scopus |
| DOI/URL: | |
| Notes: | --- - "Cited By (since 1996): 6" - "Export Date: 17 November 2011" - "CODEN: ACIEA" - "Source: Scopus" |
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4Angeles -
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539Danishefsky -
549Moore -
5
Kou
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