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- Title
COAP‐Pd Catalyzed Asymmetric Formal [3+2] Cycloaddition for Optically Active Multistereogenic Spiro Cyclopentane‐Indandiones Bearing Cyclic N‐Sulfonyl Ketimine Skeletons.
- Authors
Song, Jia‐Yu; Sun, Xing‐Yun; Wang, Bai‐Lin; Zhou, Sheng‐Suo; Song, Jia‐Xin; Zhang, Bu‐Hong; Wang, Xing‐Wang
- Abstract
We reported a chiral oxamide‐phosphine ligand (COAP−Ph)‐Pd‐catalyzed asymmetric [3+2] cycloaddition reaction between vinyl cyclopropane compounds derived from 1,3‐indanedione and 2‐vinylcyclopropane‐1,1‐dicarboxylates with cyclic sulfonyl 1‐azadienes. The corresponding reactions provided a series of enantiomerically active spiro cyclopentane‐indandione and cyclopentane structures bearing three consecutive stereogenic centers in good yields with good diastereo‐ and enantioselectivity. The COAP−Pd complex serves not only to promote generation of chiral π‐allyl‐palladium intermediates and induce the asymmetry of the reaction, but also depress the background reaction.
- Subjects
LIGANDS (Chemistry); RING formation (Chemistry); SKELETON; PHOSPHINES; CYCLOPENTANE; ASYMMETRIC synthesis; CYCLOPROPANE; PALLADIUM compounds
- Publication
Chemistry - An Asian Journal, 2024, Vol 19, Issue 12, p1
- ISSN
1861-4728
- Publication type
Article
- DOI
10.1002/asia.202400184