Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 83, Issue 14, Pages 7407-7415Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.8b00248
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- Scripps Research Institute
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[Graphics] Because of their unique molecular architecture, the manzacidins have been the subject of intense synthetic efforts in the past two decades. Here, we describe two synthetic approaches toward manzacidin C that center on the enzymatic hydroxylation of unprotected L-leucine. This study also resulted in the discovery of novel synthetic methodologies, including a photocatalytic C-H azidation of unprotected amino acids. Additionally, we describe the use of hydroxylated L-leucine in the preparation of various densely substituted pyrrolidines.
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