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Enantioselective Iridium-Catalyzed Allylation of Acetylenic Ketones via 2-Propanol-Mediated Reductive Coupling of Allyl Acetate: C14-C23 of Pladienolide?D.

ABSTRACT: Highly enantioselective catalytic reductive coupling of allyl acetate with acetylenic ketones occurs in a chemoselective manner in the presence of aliphatic or aromatic ketones. This method was used to construct C14-C23 of pladienolide?D in half the steps previously required.

SUBMITTER: Brito GA

PROVIDER: S-EPMC6917958 | biostudies-literature | 2019 Dec

REPOSITORIES: biostudies-literature

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Enantioselective Iridium-Catalyzed Allylation of Acetylenic Ketones via 2-Propanol-Mediated Reductive Coupling of Allyl Acetate: C14-C23 of Pladienolide D.

Brito Gilmar A GA Jung Woo-Ok WO Yoo Minjin M Krische Michael J MJ

Angewandte Chemie (International ed. in English) 20191107 52

Highly enantioselective catalytic reductive coupling of allyl acetate with acetylenic ketones occurs in a chemoselective manner in the presence of aliphatic or aromatic ketones. This method was used to construct C14-C23 of pladienolide D in half the steps previously required. ...[more]

PMID: 31490591

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