Synthesis
DOI: 10.1055/a-2718-6602
Paper

Phosphine-Catalyzed Asymmetric [3+2] Cyclization of Oxetane MBH Carbonates and Thioaurones

Autoren

  • Shuo Ding

    1   School of Chemistry and Chemical Engineering, Zhejiang Sci-Tech University, Hangzhou, PR China (Ringgold ID: RIN12646)
  • Xiao Han

    1   School of Chemistry and Chemical Engineering, Zhejiang Sci-Tech University, Hangzhou, PR China (Ringgold ID: RIN12646)
  • Zhen Wang

    2   School of Pharmaceutical Sciences and Chongqing Key Laboratory of Natural Drug Research, Chongqing University, Chongqing, PR China (Ringgold ID: RIN47913)
  • Weijun Yao

    1   School of Chemistry and Chemical Engineering, Zhejiang Sci-Tech University, Hangzhou, PR China (Ringgold ID: RIN12646)

Gefördert durch: Natural Science Foundation of Zhejiang Province LTZ22B020002
Gefördert durch: Natural Science Foundation of Chongqing cstc2020jcyj-msxmX0720
Funding Information We gratefully acknowledge the Natural Science Foundation of Zhejiang Province (Grant LTZ22B020002) and the Natural Science Foundation of Chongqing (cstc2020jcyj-msxmX0720) for the financial support of this work.


Graphical Abstract

Abstract

We have successfully applied 3-oxetanone-derived MBH carbonates in the phosphine-catalyzed asymmetric [3+2] cyclization with activated thioaurones. With l-threonine-derived amide phosphine as the catalyst, a series of oxetane bis-spiro cyclopentene skeletons, involving two spiral scaffold with vicinal tertiary and quaternary stereocenters, were constructed in good yield with good enantioselectivity and moderate to good diastereoselectivity.



Publikationsverlauf

Eingereicht: 16. Juli 2025

Angenommen nach Revision: 08. Oktober 2025

Accepted Manuscript online:
08. Oktober 2025

Artikel online veröffentlicht:
04. November 2025

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