EnantioselectiveAnnulation Reactions Enabled by ChiralLithium Amides as Traceless Auxiliaries

Functionalized multimembered carbocyclic compounds are synthetically challenging scaffolds found in numerous pharmaceuticals and natural products. Herein, we describe a stereoselective and operationally straightforward method to form such carbocyclic compounds via a Michael addition–cyclization cascade. This method is effective in forming three or more contiguous stereocenters with high enantio- and diastereocontrol directly from α-substituted arylacetic acids with chiral lithium amides (CLAs) as traceless stereodirecting auxiliaries.

Publication Details

Journal
Figshare
Published
2025-02-04
DOI
https://doi.org/10.1021/acs.orglett.4c04870.s003
Primary Topic
Wheat and Barley Genetics and Pathology
Type
article
Field-Weighted Citation Impact
0.00
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article

EnantioselectiveAnnulation Reactions Enabled by ChiralLithium Amides as Traceless Auxiliaries

Figshare
Wheat and Barley Genetics and Pathology
article

EnantioselectiveAnnulation Reactions Enabled by ChiralLithium Amides as Traceless Auxiliaries

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Abstract

Functionalized multimembered carbocyclic compounds are synthetically challenging scaffolds found in numerous pharmaceuticals and natural products. Herein, we describe a stereoselective and operationally straightforward method to form such carbocyclic compounds via a Michael addition–cyclization cascade. This method is effective in forming three or more contiguous stereocenters with high enantio- and diastereocontrol directly from α-substituted arylacetic acids with chiral lithium amides (CLAs) as traceless stereodirecting auxiliaries.

Figshare
Openalex Percentile: Top 41%
Wheat and Barley Genetics and Pathology
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EnantioselectiveAnnulation Reactions Enabled by ChiralLithium Amides as Traceless Auxiliaries · Figshare (2025) | TGRS Research Map | TGRS