Enantioselective Spirocyclization of Pd‐Enolates and Isocyanates

An enantioselective cyclization of Pd-enolates and isocyanates to form spirocyclic γ-lactams is reported. This reaction proceeds under mild reaction conditions and utilizes a novel Meldrum's acid derivative to achieve catalyst turnover, delivering enantioenriched products in up to 97% yield and 96% ee. Preliminary mechanistic investigations suggest that the reaction may proceed via the formation of higher-order species.

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Publication Details

Journal
Angewandte Chemie International Edition
Published
2025-03-27
DOI
https://doi.org/10.1002/anie.202502583
Citations
2
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
Field-Weighted Citation Impact
1.87
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article

Enantioselective Spirocyclization of Pd‐Enolates and Isocyanates

Melinda Chan, Brian M. Stoltz, Kaylin N. Flesch, Jay P. Barbor et al.
2 citations
Angewandte Chemie International Edition
Catalytic C–H Functionalization Methods
1.87
article

Enantioselective Spirocyclization of Pd‐Enolates and Isocyanates

Melinda Chan, Brian M. Stoltz, Kaylin N. Flesch, Jay P. Barbor, H Ang
article en
2 citations

Abstract

An enantioselective cyclization of Pd-enolates and isocyanates to form spirocyclic γ-lactams is reported. This reaction proceeds under mild reaction conditions and utilizes a novel Meldrum's acid derivative to achieve catalyst turnover, delivering enantioenriched products in up to 97% yield and 96% ee. Preliminary mechanistic investigations suggest that the reaction may proceed via the formation of higher-order species.

Angewandte Chemie International EditionVol. 64(23)
California Institute of Technology (US)
Openalex Percentile: Top 17%
Catalytic C–H Functionalization Methods
1.87
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