Concise Total Synthesis of Sintokamides A, B, and E by a Unified, Protecting-Group-Free Strategy

Concise Total Synthesis of Sintokamides A, B, and E by a Unified, Protecting-Group-Free Strategy

One for all: A group of polychlorinated marine peptides known as sintokamides show intriguing activity against hormone‐refractory prostate cancer cells. Three members of the group have now been synthesized by a general strategy enabled by a ruthenium‐catalyzed radical chloroalkylation of titanium en...

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Veröffentlicht in:Angewandte Chemie (International ed.) 2010-12, Vol.49 (50), p.9702-9705
Hauptverfasser: Gu, Zhenhua, Zakarian, Armen
Format: Artikel
Sprache:eng
Schlagworte:
Animals
Antineoplastic Agents - chemical synthesis
Catalysis
chlorine
Chlorine Compounds - chemical synthesis
Dysidea - chemistry
natural products
peptides
Pyrrolidinones - chemical synthesis
Ruthenium - chemistry
Stereoisomerism
Titanium - chemistry
total synthesis
trichloromethylation
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Zusammenfassung:One for all: A group of polychlorinated marine peptides known as sintokamides show intriguing activity against hormone‐refractory prostate cancer cells. Three members of the group have now been synthesized by a general strategy enabled by a ruthenium‐catalyzed radical chloroalkylation of titanium enolates (see scheme).
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201005354