학술논문
Total synthesis of (–)-negamycin from a chiral advanced epoxide.
Document Type
Article
Author
Source
Subject
*SILYL group
*RING-opening reactions
*VINYL chloride
*GRAM-negative bacteria
*MAGNESIUM chloride
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*
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Language
ISSN
0039-7911
Abstract
A concise route for the total synthesis of (–)-negamycin is described. Key point features (a) Cu-mediated ring-opening reaction of the advanced epoxide with vinyl magnesium chloride leads to the introduction of the carboxyl synthon; (b) Consecutive placement of diamino groups via azides was designed, including an unexpected cleavage of the silyl protecting group; (c) removal of four hydrogenolytically labile groups in one step. [ABSTRACT FROM AUTHOR]