Chiral N‐Heterocyclic Carbene/Squaramide‐Cocatalyzed Asymmetric Intramolecular Stetter Reaction to Construct Benzo‐Fused Spiro[4.5]Decanedione Framework

ABSTRACT An N‐heterocyclic carbene (NHC)/squaramide‐cocatalyzed asymmetric intramolecular Stetter reaction is described. Various cyclopentenone‐benzaldehydes were exposed to a chiral NHC and a chiral squaramide, whereupon the intramolecular Stetter reaction proceeded smoothly at room temperature to give the corresponding benzo‐fused spiro[4.5]decanedione skeletons in 49%–71% yields with 44%–81% ee.

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Publication Details

Journal
Journal of the Chinese Chemical Society
Published
2026-10-14
DOI
https://doi.org/10.1002/jccs.70284
Primary Topic
N-Heterocyclic Carbenes in Organic and Inorganic Chemistry
Type
article
Field-Weighted Citation Impact
0.00

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article

Chiral N‐Heterocyclic Carbene/Squaramide‐Cocatalyzed Asymmetric Intramolecular Stetter Reaction to Construct Benzo‐Fused Spiro[4.5]Decanedione Framework

Day‐Shin Hsu, Shih‐Chu Teng
Journal of the Chinese Chemical Society
N-Heterocyclic Carbenes in Organic and Inorganic Chemistry
article

Chiral N‐Heterocyclic Carbene/Squaramide‐Cocatalyzed Asymmetric Intramolecular Stetter Reaction to Construct Benzo‐Fused Spiro[4.5]Decanedione Framework

Day‐Shin Hsu, Shih‐Chu Teng
article en

Abstract

ABSTRACT An N‐heterocyclic carbene (NHC)/squaramide‐cocatalyzed asymmetric intramolecular Stetter reaction is described. Various cyclopentenone‐benzaldehydes were exposed to a chiral NHC and a chiral squaramide, whereupon the intramolecular Stetter reaction proceeded smoothly at room temperature to give the corresponding benzo‐fused spiro[4.5]decanedione skeletons in 49%–71% yields with 44%–81% ee.

Journal of the Chinese Chemical Society
National Chung Cheng University (TW)
National Science and Technology Council
Openalex Percentile: Top 25%
N-Heterocyclic Carbenes in Organic and Inorganic Chemistry
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