Jump to main content
Jump to site search
PLANNED MAINTENANCE Close the message box

Scheduled maintenance work on Wednesday 27th March 2019 from 11:00 AM to 1:00 PM (GMT).

During this time our website performance may be temporarily affected. We apologise for any inconvenience this might cause and thank you for your patience.



Organocatalytic asymmetric synthesis of highly functionalized spiro-thiazolone–cyclopropane-oxindoles bearing two vicinal spiro quaternary centers

Author affiliations

Abstract

An effective organocatalytic asymmetric Michael/alkylation cascade reaction of 5-alkenyl thiazolones with 3-chloroxindoles catalyzed by Takemoto's bifunctional aminothiourea catalyst was developed. A variety of highly functionalized spiro-thiazolone–cyclopropane-oxindoles with three contiguous stereocenters, including two vicinal quaternary centers, were obtained in good yields (60%–86%) with moderate to good diastereoselectivities (up to 9.4 : 1 dr) and good enantioselectivities (up to 93% ee).

Graphical abstract: Organocatalytic asymmetric synthesis of highly functionalized spiro-thiazolone–cyclopropane-oxindoles bearing two vicinal spiro quaternary centers

Back to tab navigation

Supplementary files

Publication details

The article was received on 28 Jan 2019, accepted on 13 Mar 2019 and first published on 14 Mar 2019


Article type: Research Article
DOI: 10.1039/C9QO00145J
Citation: Org. Chem. Front., 2019, Advance Article

  •   Request permissions

    Organocatalytic asymmetric synthesis of highly functionalized spiro-thiazolone–cyclopropane-oxindoles bearing two vicinal spiro quaternary centers

    S. Wang, Z. Guo, Y. Wu, W. Liu, X. Liu, S. Zhang and C. Sheng, Org. Chem. Front., 2019, Advance Article , DOI: 10.1039/C9QO00145J

Search articles by author

Spotlight

Advertisements