Multistep Cascade Catalyzed by a Single-Chiral Lewis Acid: Efficient Asymmetric Synthesis of Macrocyclic Chiral Dilactones and Dilactams.

Bai-Lin Wang, Jie-Qiang Yu, Qian Zhang, Xing-Wang Wang

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Article in JACS Au, 2025. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Not yet cited in PubMed.

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5 · Who and what money

Authors and funding

4 authors.

Bai-Lin WangKey Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Suzhou 215123, P. R. China.

Jie-Qiang YuKey Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Suzhou 215123, P. R. China.

Qian ZhangCollege of Materials, Chemistry and Chemical Engineering, Hangzhou Normal University, Hangzhou 310036, P. R. China.ORCID https://orcid.org/0000-0001-9879-7406

Xing-Wang WangKey Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Suzhou 215123, P. R. China.ORCID https://orcid.org/0000-0002-6004-8458

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

A Cu-(II)-catalyzed asymmetric cascade process was successfully developed by the dimerization of β,γ-unsaturated α-keto tryptophol esters or β,γ-unsaturated α-keto tryptamino amides under mild reaction conditions, furnishing the corresponding macrocyclic dilactones and dilactams in good yields with excellent regio-, diastereo-, and enantioselectivities. The transformation involved a four-step cascade of double Friedel-Crafts alkylation and double

Indexed as

asymmetric catalysisBN-BOX/Cu catalysiscascade reactionmacrocyclic chiral dilactamsmacrocyclic chiral dilactones

Identifiers

PMID40443877

DOI10.1021/jacsau.5c00069

PMCPMC12117432

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