Formal [3 + 2] cycloaddition of α-unsubstituted isocyanoacetates and methyleneindolinones: enantioselective synthesis of spirooxindoles-Reference-Cited by-同舟云学术

Formal [3 + 2] cycloaddition of α-unsubstituted isocyanoacetates and methyleneindolinones: enantioselective synthesis of spirooxindoles

Published:2017 Issue:1 Volume:4 Page:81-85
ISSN:2052-4129
Container-title:Organic Chemistry Frontiers
language:en
Short-container-title:Org. Chem. Front.

Author:

Peng Xiao-Jiao¹²³⁴,Ho Yee Ann⁵⁶⁷⁸,Wang Zhi-Peng¹²³⁴,Shao Pan-Lin¹²³⁴,Zhao Yu⁵⁶⁷⁸,He Yun¹²³⁴

Affiliation:

1. School of Pharmaceutical Sciences and Innovative Drug Research Centre

2. Chongqing University

3. Shapingba

4. P. R. China

5. Department of Chemistry

6. National University of Singapore

7. Singapore

8. Republic of Singapore

Abstract

The first formal [3 + 2] cycloaddition of α-unsubstituted isocyanoacetates with methyleneindolinones was developed. A variety of optically enriched 3,3′-pyrrolidinyl spirooxindoles were obtained.

Funder

National Natural Science Foundation of China

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2017/QO/C6QO00555A

Reference57 articles.

1. Formal [3+2] Cycloaddition of Ketenes and Oxaziridines Catalyzed by Chiral Lewis Bases: Enantioselective Synthesis of Oxazolin-4-ones

2. Enantioselective [4+2] cycloaddition of ketenes and 9,10-phenanthrenequinone catalyzed by N-heterocyclic carbenes

3. Highly Diastereo- and Enantioselective Silver-Catalyzed Double [3+2] Cyclization of α-Imino Esters with Isocyanoacetate

4. Catalytic Divergent Synthesis of 3H or 1H Pyrroles by [3 + 2] Cyclization of Allenoates with Activated Isocyanides

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