Stereoselective formation of chiral trans-4-hydroxy-5-substituted 2-pyrrolidinones: syntheses of streptopyrrolidine and 3-epi-epohelmin A-Reference-Cited by-同舟云学术

Stereoselective formation of chiral trans-4-hydroxy-5-substituted 2-pyrrolidinones: syntheses of streptopyrrolidine and 3-epi-epohelmin A

Published:2015 Issue:11 Volume:2 Page:1485-1499
ISSN:2052-4129
Container-title:Organic Chemistry Frontiers
language:en
Short-container-title:Org. Chem. Front.

Author:

Si Chang-Mei¹²³⁴⁵,Mao Zhuo-Ya¹²³⁴⁵,Liu Yi-Wen¹²³⁴⁵,Du Zhen-Ting⁶⁷⁸⁵,Wei Bang-Guo¹²³⁴⁵,Lin Guo-Qiang⁹¹⁰¹¹⁵

Affiliation:

1. Department of Natural Products Chemistry

2. School of Pharmacy

3. Fudan University

4. Shanghai 201203

5. China

6. College of Science

7. Northwest Agriculture and Forestry University

8. Shaanxi, Yangling

9. Shanghai Institute of Organic Chemistry

10. Chinese Academy of Sciences

11. Shanghai 200032

Abstract

A highly diastereoselective approach for synthesis of trans-4-hydroxy-5-substituted 2-pyrrolidinones has been developed. The streptopyrrolidine and 3-epi-epohelmin A were synthesized by this one-pot cascade protocol.

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2015/QO/C5QO00250H

Reference89 articles.

1. Selectivity: A Key to Synthetic Efficiency

2. I. Ojima , Catalytic Asymmetric Synthesis, Wiley-VCH, Weinheim, 2000

3. J. Tsuji , Transition Metal Reagents and Catalysts: Innovations in Organic Synthesis, Wiley, Chichester, 2000

4. J. G. de Vries and G. A.Molander, in Science of Synthesis Workbench Edition: Stereoselective Synthesis, ed. P. A. Evans, Thieme, Stuttgart, 2011, vol. 1–3

5. Function-Oriented Synthesis, Step Economy, and Drug Design

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