Enantioselective Synthesis of Pyrrole‐Based Spiro‐ and Polycyclic Derivatives by Iridium‐Catalyzed Asymmetric Allylic Dearomatization and Controllable Migration Reactions
Publication type: Journal Article
Publication date: 2015-06-03
scimago Q1
wos Q1
SJR: 5.550
CiteScore: 27.6
Impact factor: 16.9
ISSN: 14337851, 15213773
PubMed ID:
26036866
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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98
Total citations:
98
Citations from 2024:
8
(8.16%)
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GOST
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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.
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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.
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RIS
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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 -
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BibTex (up to 50 authors)
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@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}
}
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MLA
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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.