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Investigation of the regioselectivity for the staudinger reaction and its application for the synthesis of aminoglycosides with N-1 modification.

ABSTRACT: The criteria for controlling the regioselectivity of Staudinger reduction of azides have been investigated. These findings enable a convenient direct N-1 modification of the perazidoneamine and perazidoribostamycin resulting in the synthesis of aminoglycoside antibiotics with activity against drug-resistant bacteria.

SUBMITTER: Li J

PROVIDER: S-EPMC2553255 | biostudies-literature | 2007 May

REPOSITORIES: biostudies-literature

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Investigation of the regioselectivity for the staudinger reaction and its application for the synthesis of aminoglycosides with N-1 modification.

Li Jie J Chiang Fang-I FI Chen Hsiao-Nung HN Chang Cheng-Wei Tom CW

The Journal of organic chemistry 20070428 11

The criteria for controlling the regioselectivity of Staudinger reduction of azides have been investigated. These findings enable a convenient direct N-1 modification of the perazidoneamine and perazidoribostamycin resulting in the synthesis of aminoglycoside antibiotics with activity against drug-resistant bacteria. ...[more]

PMID: 17465564

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