Stereoselective synthesis of medium lactams enabled by metal-free hydroalkoxylation/stereospecific [1,3]-rearrangement

Bo Zhou; Ying-Qi Zhang; Kairui Zhang; Ming-Yang Yang; Yang-Bo Chen; You Li; Qian Peng; Shou-Fei Zhu; Qi-Lin Zhou; Long-Wu Ye

doi:10.1038/s41467-019-11245-2

Nature Communications (Jul 2019)

Stereoselective synthesis of medium lactams enabled by metal-free hydroalkoxylation/stereospecific [1,3]-rearrangement

Bo Zhou,
Ying-Qi Zhang,
Kairui Zhang,
Ming-Yang Yang,
Yang-Bo Chen,
You Li,
Qian Peng,
Shou-Fei Zhu,
Qi-Lin Zhou,
Long-Wu Ye

Affiliations

Bo Zhou: State Key Laboratory of Physical Chemistry of Solid Surfaces, Key Laboratory of Chemical Biology of Fujian Province, and College of Chemistry and Chemical Engineering, Xiamen University
Ying-Qi Zhang: State Key Laboratory of Physical Chemistry of Solid Surfaces, Key Laboratory of Chemical Biology of Fujian Province, and College of Chemistry and Chemical Engineering, Xiamen University
Kairui Zhang: State Key Laboratory and Institute of Elemento-Organic Chemistry, College of Chemistry, Nankai University
Ming-Yang Yang: State Key Laboratory of Physical Chemistry of Solid Surfaces, Key Laboratory of Chemical Biology of Fujian Province, and College of Chemistry and Chemical Engineering, Xiamen University
Yang-Bo Chen: State Key Laboratory of Physical Chemistry of Solid Surfaces, Key Laboratory of Chemical Biology of Fujian Province, and College of Chemistry and Chemical Engineering, Xiamen University
You Li: State Key Laboratory and Institute of Elemento-Organic Chemistry, College of Chemistry, Nankai University
Qian Peng: State Key Laboratory and Institute of Elemento-Organic Chemistry, College of Chemistry, Nankai University
Shou-Fei Zhu: State Key Laboratory and Institute of Elemento-Organic Chemistry, College of Chemistry, Nankai University
Qi-Lin Zhou: State Key Laboratory and Institute of Elemento-Organic Chemistry, College of Chemistry, Nankai University
Long-Wu Ye: State Key Laboratory of Physical Chemistry of Solid Surfaces, Key Laboratory of Chemical Biology of Fujian Province, and College of Chemistry and Chemical Engineering, Xiamen University

DOI: https://doi.org/10.1038/s41467-019-11245-2
Journal volume & issue: Vol. 10, no. 1
pp. 1 – 11

Abstract

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Stereospecific [1,3]-rearrangements are rarely reported method to efficiently build complex organic architectures. Here, the authors describe a metal-free intramolecular hydroalkoxylation/[1,3]-rearrangement sequence affording medium-sized lactams with wide scope, also in an asymmetric fashion.

Published in Nature Communications

ISSN: 2041-1723 (Online)
Publisher: Nature Portfolio
Country of publisher: United Kingdom
LCC subjects: Science
Website: https://www.nature.com/ncomms/

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