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Asymmetric Total Synthesis of Hetiamacins A-F.

ABSTRACT: Herein, we report a concise and stereoselective approach for the asymmetric total synthesis of hetiamacins A-F on the basis of the total synthesis of amicoumacin C, which could be synthesized from a known l-aspartic acid derivative. The synthesis of hetiamacin A was accomplished by an 11-step sequence that featured 1,3-oxazinane ring formation of amicoumacin B followed by amidation in one pot. Hetiamacins B-F were synthesized from amicoumacin A in only one step.

SUBMITTER: Wu G 

PROVIDER: S-EPMC8015134 | biostudies-literature | 2021 Mar

REPOSITORIES: biostudies-literature

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Asymmetric Total Synthesis of Hetiamacins A-F.

Wu Gang G   Wang Ting T   Jiang Zhongke Z   Liu Shaowei S   Sun Chenghang C  

ACS omega 20210317 12

Herein, we report a concise and stereoselective approach for the asymmetric total synthesis of hetiamacins A-F on the basis of the total synthesis of amicoumacin C, which could be synthesized from a known l-aspartic acid derivative. The synthesis of hetiamacin A was accomplished by an 11-step sequence that featured 1,3-oxazinane ring formation of amicoumacin B followed by amidation in one pot. Hetiamacins B-F were synthesized from amicoumacin A in only one step. ...[more]

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