Synlett 2018; 29(08): 1008-1013
DOI: 10.1055/s-0036-1591560
account
© Georg Thieme Verlag Stuttgart · New York

Skeletal Rearrangements as Strategies for the Total Syntheses of Indole Alkaloids

Xiaoni Xie
School of Pharmaceutical Sciences, Tsinghua University, Beijing 100084, P. R. of China   Email: zuliansuo@biomed.tsinghua.edu.cn
,
School of Pharmaceutical Sciences, Tsinghua University, Beijing 100084, P. R. of China   Email: zuliansuo@biomed.tsinghua.edu.cn
› Author Affiliations

The authors are grateful to National Natural Science Foundation of China (21302107, 21672123) for financial support.

Further Information

Publication History

Received: 13.0 2.2018

Accepted after revision: 10 March 2018

Publication Date:
04 April 2018 (online)


Dedicated to Professor Neil K. Garg for leading L. Zu into the field of total synthesis

Abstract

In this account, we summarize our recent efforts in the total syntheses of several indole alkaloids, including minfiensine, calophyline A, deformylcorymine, strictamine, and goniomitine. Our central theme is to utilize skeletal rearrangements as key strategies for generating complex structures.

1 Introduction

2 The Development of an Aza-Pinacol Rearrangement

3 Applications of Aza-Pinacol Rearrangements in Total ­Syntheses

4 Strategy Extension: The Total Synthesis of Goniomitine

5 Conclusion