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

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.

Bibliographic Details
Main Authors: 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
Format: Article
Language:English
Published: Nature Portfolio 2019-07-01
Series:Nature Communications
Online Access:https://doi.org/10.1038/s41467-019-11245-2
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author 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
author_facet 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
author_sort Bo Zhou
collection DOAJ
description 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.
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spelling doaj.art-3bf0733c651b4490b0ac9ecc1a0a31bc2022-12-21T23:38:57ZengNature PortfolioNature Communications2041-17232019-07-0110111110.1038/s41467-019-11245-2Stereoselective synthesis of medium lactams enabled by metal-free hydroalkoxylation/stereospecific [1,3]-rearrangementBo Zhou0Ying-Qi Zhang1Kairui Zhang2Ming-Yang Yang3Yang-Bo Chen4You Li5Qian Peng6Shou-Fei Zhu7Qi-Lin Zhou8Long-Wu Ye9State Key Laboratory of Physical Chemistry of Solid Surfaces, Key Laboratory of Chemical Biology of Fujian Province, and College of Chemistry and Chemical Engineering, Xiamen UniversityState Key Laboratory of Physical Chemistry of Solid Surfaces, Key Laboratory of Chemical Biology of Fujian Province, and College of Chemistry and Chemical Engineering, Xiamen UniversityState Key Laboratory and Institute of Elemento-Organic Chemistry, College of Chemistry, Nankai UniversityState Key Laboratory of Physical Chemistry of Solid Surfaces, Key Laboratory of Chemical Biology of Fujian Province, and College of Chemistry and Chemical Engineering, Xiamen UniversityState Key Laboratory of Physical Chemistry of Solid Surfaces, Key Laboratory of Chemical Biology of Fujian Province, and College of Chemistry and Chemical Engineering, Xiamen UniversityState Key Laboratory and Institute of Elemento-Organic Chemistry, College of Chemistry, Nankai UniversityState Key Laboratory and Institute of Elemento-Organic Chemistry, College of Chemistry, Nankai UniversityState Key Laboratory and Institute of Elemento-Organic Chemistry, College of Chemistry, Nankai UniversityState Key Laboratory and Institute of Elemento-Organic Chemistry, College of Chemistry, Nankai UniversityState Key Laboratory of Physical Chemistry of Solid Surfaces, Key Laboratory of Chemical Biology of Fujian Province, and College of Chemistry and Chemical Engineering, Xiamen UniversityStereospecific [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.https://doi.org/10.1038/s41467-019-11245-2
spellingShingle 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
Stereoselective synthesis of medium lactams enabled by metal-free hydroalkoxylation/stereospecific [1,3]-rearrangement
Nature Communications
title Stereoselective synthesis of medium lactams enabled by metal-free hydroalkoxylation/stereospecific [1,3]-rearrangement
title_full Stereoselective synthesis of medium lactams enabled by metal-free hydroalkoxylation/stereospecific [1,3]-rearrangement
title_fullStr Stereoselective synthesis of medium lactams enabled by metal-free hydroalkoxylation/stereospecific [1,3]-rearrangement
title_full_unstemmed Stereoselective synthesis of medium lactams enabled by metal-free hydroalkoxylation/stereospecific [1,3]-rearrangement
title_short Stereoselective synthesis of medium lactams enabled by metal-free hydroalkoxylation/stereospecific [1,3]-rearrangement
title_sort stereoselective synthesis of medium lactams enabled by metal free hydroalkoxylation stereospecific 1 3 rearrangement
url https://doi.org/10.1038/s41467-019-11245-2
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