Total Synthesis of (−)-Virginiamycin M2

Has a nice ring to it: A concise and modular total synthesis of the naturally occurring antibiotic virginiamycin M2 is described. A Barbier‐type cyclization was used to close the 23‐membered macrocycle and deliver virginiamycin M2 in 19 steps from a chiral organosilane.

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Bibliographic Details
Published in:Angewandte Chemie International Edition 2010-08, Vol.49 (35), p.6165-6168
Main Authors: Wu, Jie, Panek, James S.
Format: Article
Language:English
Subjects:
Anti-Bacterial Agents - chemical synthesis
Anti-Bacterial Agents - chemistry
antibiotics
Cyclization
macrocycles
natural products
silanes
Silanes - chemistry
Stereoisomerism
total synthesis
Virginiamycin - analogs & derivatives
Virginiamycin - chemical synthesis
Virginiamycin - chemistry
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Description
Summary:Has a nice ring to it: A concise and modular total synthesis of the naturally occurring antibiotic virginiamycin M2 is described. A Barbier‐type cyclization was used to close the 23‐membered macrocycle and deliver virginiamycin M2 in 19 steps from a chiral organosilane.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201002220