Synlett 2016; 27(09): 1303-1309
DOI: 10.1055/s-0035-1561385
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© Georg Thieme Verlag Stuttgart · New York

The Development of Aza-Pinacol and Aza-Semipinacol Rearrangements for the Synthesis of Nitrogen-Containing Molecules

Yuanyuan Yu
a   School of Pharmaceutical Sciences, Tsinghua University, Beijing, 100084, P. R. of China   Email: zuliansuo@biomed.tsinghua.edu.cn
,
Guang Li
a   School of Pharmaceutical Sciences, Tsinghua University, Beijing, 100084, P. R. of China   Email: zuliansuo@biomed.tsinghua.edu.cn
,
Liansuo Zu*
a   School of Pharmaceutical Sciences, Tsinghua University, Beijing, 100084, P. R. of China   Email: zuliansuo@biomed.tsinghua.edu.cn
b   Collaborative Innovation Center for Biotherapy, West China Medical School, Sichuan University, Chengdu, P. R. of China
› Author Affiliations
Further Information

Publication History

Received: 31 December 2015

Accepted after revision: 28 January 2016

Publication Date:
24 February 2016 (online)


Abstract

Although the widespread usage of aza-pinacol and aza-semipinacol rearrangements as synthetic methods has not been found, these synthetic transformations offer novel tactics for the preparation of nitrogen-containing heterocycles and natural alkaloids. Herein, we briefly discuss the most recent developments in this area and present our strategy based on aza-pinacol rearrangements for the synthesis of indolines and indolenines.

1 Introduction

2 Recently Developed Aza-Pinacol and Aza-Semipinacol Rearrangements

3 Indoline/Indolenine Synthesis Employing Aza-Pinacol Rearrangements as the Key Strategy

4 Conclusion