Pd-catalyzed assembly of spirooxindole natural products : a short synthesis of horsfiline
The Pd-catalyzed intramolecular alpha-arylation of amides is applied to the synthesis of functionalized spirooxindoles. The substrate scope is evaluated, and the reaction is demonstrated to be useful for the assembly of spirooxindole natural products and derivatives thereof. As an application, a new synthesis of horsfiline 1 is presented, giving the natural product in only 4 steps from commercially available amino acid 12.
Medienart: |
E-Artikel |
---|
Erscheinungsjahr: |
2010 |
---|---|
Erschienen: |
2010 |
Enthalten in: |
Zur Gesamtaufnahme - volume:75 |
---|---|
Enthalten in: |
The Journal of organic chemistry - 75(2010), 17 vom: 03. Sept., Seite 5994-6000 |
Sprache: |
Englisch |
---|
Beteiligte Personen: |
Deppermann, Nina [VerfasserIn] |
---|
Links: |
---|
Themen: |
5TWQ1V240M |
---|
Anmerkungen: |
Date Completed 08.12.2010 Date Revised 21.11.2013 published: Print Citation Status MEDLINE |
---|
doi: |
10.1021/jo101401z |
---|
funding: |
|
---|---|
Förderinstitution / Projekttitel: |
|
PPN (Katalog-ID): |
NLM200107399 |
---|
LEADER | 01000naa a22002652 4500 | ||
---|---|---|---|
001 | NLM200107399 | ||
003 | DE-627 | ||
005 | 20231223215922.0 | ||
007 | cr uuu---uuuuu | ||
008 | 231223s2010 xx |||||o 00| ||eng c | ||
024 | 7 | |a 10.1021/jo101401z |2 doi | |
028 | 5 | 2 | |a pubmed24n0667.xml |
035 | |a (DE-627)NLM200107399 | ||
035 | |a (NLM)20687594 | ||
040 | |a DE-627 |b ger |c DE-627 |e rakwb | ||
041 | |a eng | ||
100 | 1 | |a Deppermann, Nina |e verfasserin |4 aut | |
245 | 1 | 0 | |a Pd-catalyzed assembly of spirooxindole natural products |b a short synthesis of horsfiline |
264 | 1 | |c 2010 | |
336 | |a Text |b txt |2 rdacontent | ||
337 | |a ƒaComputermedien |b c |2 rdamedia | ||
338 | |a ƒa Online-Ressource |b cr |2 rdacarrier | ||
500 | |a Date Completed 08.12.2010 | ||
500 | |a Date Revised 21.11.2013 | ||
500 | |a published: Print | ||
500 | |a Citation Status MEDLINE | ||
520 | |a The Pd-catalyzed intramolecular alpha-arylation of amides is applied to the synthesis of functionalized spirooxindoles. The substrate scope is evaluated, and the reaction is demonstrated to be useful for the assembly of spirooxindole natural products and derivatives thereof. As an application, a new synthesis of horsfiline 1 is presented, giving the natural product in only 4 steps from commercially available amino acid 12 | ||
650 | 4 | |a Journal Article | |
650 | 4 | |a Research Support, Non-U.S. Gov't | |
650 | 7 | |a Biological Factors |2 NLM | |
650 | 7 | |a Organometallic Compounds |2 NLM | |
650 | 7 | |a Spiro Compounds |2 NLM | |
650 | 7 | |a horsfiline |2 NLM | |
650 | 7 | |a Palladium |2 NLM | |
650 | 7 | |a 5TWQ1V240M |2 NLM | |
700 | 1 | |a Thomanek, Heike |e verfasserin |4 aut | |
700 | 1 | |a Prenzel, Alexander H G P |e verfasserin |4 aut | |
700 | 1 | |a Maison, Wolfgang |e verfasserin |4 aut | |
773 | 0 | 8 | |i Enthalten in |t The Journal of organic chemistry |d 1945 |g 75(2010), 17 vom: 03. Sept., Seite 5994-6000 |w (DE-627)NLM000006343 |x 1520-6904 |7 nnns |
773 | 1 | 8 | |g volume:75 |g year:2010 |g number:17 |g day:03 |g month:09 |g pages:5994-6000 |
856 | 4 | 0 | |u http://dx.doi.org/10.1021/jo101401z |3 Volltext |
912 | |a GBV_USEFLAG_A | ||
912 | |a GBV_NLM | ||
951 | |a AR | ||
952 | |d 75 |j 2010 |e 17 |b 03 |c 09 |h 5994-6000 |