volume 54 issue 29 pages 8475-8479

Enantioselective Synthesis of Pyrrole‐Based Spiro‐ and Polycyclic Derivatives by Iridium‐Catalyzed Asymmetric Allylic Dearomatization and Controllable Migration Reactions

Publication typeJournal Article
Publication date2015-06-03
scimago Q1
wos Q1
SJR5.550
CiteScore27.6
Impact factor16.9
ISSN14337851, 15213773
General Chemistry
Catalysis
Abstract

The first highly diastereo‐ and enantioselective synthesis of five‐membered spiro‐2H‐pyrroles was achieved using an Ir‐catalyzed asymmetric allylic dearomatization reaction. The spiro‐2H‐pyrrole derivatives readily undergo a controllable and stereospecific allylic migration under acid catalysis, providing polycyclic pyrrole derivatives in excellent yields and ee values. Additionally, the novel Ir‐complex K1, derived from [Ir(cod)Cl]2 (cod=1,5‐cyclooctadiene) and N‐benzhydryl‐N‐phenyldinaphthophosphoramidite (BHPphos), showed excellent control of both diastereo‐ and enantioselectivities.

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GOST Copy
Zhuo C. X. et al. Enantioselective Synthesis of Pyrrole‐Based Spiro‐ and Polycyclic Derivatives by Iridium‐Catalyzed Asymmetric Allylic Dearomatization and Controllable Migration Reactions // Angewandte Chemie - International Edition. 2015. Vol. 54. No. 29. pp. 8475-8479.
GOST all authors (up to 50) Copy
Zhuo C. X., Cheng Q., Liu W., Zhao Q., You S. Enantioselective Synthesis of Pyrrole‐Based Spiro‐ and Polycyclic Derivatives by Iridium‐Catalyzed Asymmetric Allylic Dearomatization and Controllable Migration Reactions // Angewandte Chemie - International Edition. 2015. Vol. 54. No. 29. pp. 8475-8479.
RIS |
Cite this
RIS Copy
TY - JOUR
DO - 10.1002/anie.201502259
UR - https://onlinelibrary.wiley.com/doi/10.1002/anie.201502259
TI - Enantioselective Synthesis of Pyrrole‐Based Spiro‐ and Polycyclic Derivatives by Iridium‐Catalyzed Asymmetric Allylic Dearomatization and Controllable Migration Reactions
T2 - Angewandte Chemie - International Edition
AU - Zhuo, Chun Xiang
AU - Cheng, Qiang
AU - Liu, Wei
AU - Zhao, Qiang
AU - You, Shu-Li
PY - 2015
DA - 2015/06/03
PB - Wiley
SP - 8475-8479
IS - 29
VL - 54
PMID - 26036866
SN - 1433-7851
SN - 1521-3773
ER -
BibTex |
Cite this
BibTex (up to 50 authors) Copy
@article{2015_Zhuo,
author = {Chun Xiang Zhuo and Qiang Cheng and Wei Liu and Qiang Zhao and Shu-Li You},
title = {Enantioselective Synthesis of Pyrrole‐Based Spiro‐ and Polycyclic Derivatives by Iridium‐Catalyzed Asymmetric Allylic Dearomatization and Controllable Migration Reactions},
journal = {Angewandte Chemie - International Edition},
year = {2015},
volume = {54},
publisher = {Wiley},
month = {jun},
url = {https://onlinelibrary.wiley.com/doi/10.1002/anie.201502259},
number = {29},
pages = {8475--8479},
doi = {10.1002/anie.201502259}
}
MLA
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MLA Copy
Zhuo, Chun Xiang, et al. “Enantioselective Synthesis of Pyrrole‐Based Spiro‐ and Polycyclic Derivatives by Iridium‐Catalyzed Asymmetric Allylic Dearomatization and Controllable Migration Reactions.” Angewandte Chemie - International Edition, vol. 54, no. 29, Jun. 2015, pp. 8475-8479. https://onlinelibrary.wiley.com/doi/10.1002/anie.201502259.