Phosphine-catalyzed Rauhut–Currier reaction of γ-alkyl allenoate and subsequent trapping using the Diels

Phosphine-catalyzed Rauhut–Currier reaction of γ-alkyl allenoate and subsequent trapping using the Diels–Alder reaction

Published:2023 Issue:78 Volume:59 Page:11720-11723
ISSN:1359-7345
Container-title:Chemical Communications
language:en
Short-container-title:Chem. Commun.

Author:

Zhang Juan¹,Hao Wei¹,Chen Ying¹,Wang Zhen²^ORCID,Yao Jinzhong³^ORCID,Yao Weijun¹^ORCID

Affiliation:

1. School of Chemistry and Chemical Engineering, Zhejiang Sci-Tech University, Hangzhou, 310018, P. R. China

2. School of Pharmaceutical Sciences and Chongqing Key Laboratory of Natural Drug Research, Chongqing University, Chongqing 401331, P. R. China

3. College of Biological, Chemical Sciences and Engineering, Jiaxing University, Jiaxing, Zhejiang 314001, P. R. China

Abstract

We have disclosed a Rauhut–Currier reaction of γ-alkyl-substituted allenoate, catalyzed by l-valine-derived amide phosphine, to form trisubstitued allenoate, which was trapped by maleimide or DMAD via the Diels–Alder reaction.

Funder

Natural Science Foundation of Zhejiang Province

Publisher

Royal Society of Chemistry (RSC)

Subject

Materials Chemistry,Metals and Alloys,Surfaces, Coatings and Films,General Chemistry,Ceramics and Composites,Electronic, Optical and Magnetic Materials,Catalysis

Link

http://pubs.rsc.org/en/content/articlepdf/2023/CC/D3CC03151A

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4. Morita-Baylis-Hillman, Vinylogous Morita-Baylis-Hillman, and Rauhut-Currier Reactions

5. Enantioselective Construction of All-Carbon Quaternary Stereogenic Centers by Using Phosphine Catalysis

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