Cutting-Edge and Time-Honored Strategies for Stereoselective Construction of C-N Bonds in Total Synthesis

Artur K Mailyan; John A Eickhoff; Anastasiia S Minakova; Zhenhua Gu; Ping Lu; Armen Zakarian

doi:10.1021/acs.chemrev.5b00712

Cutting-Edge and Time-Honored Strategies for Stereoselective Construction of C-N Bonds in Total Synthesis

Chem Rev. 2016 Apr 13;116(7):4441-557. doi: 10.1021/acs.chemrev.5b00712. Epub 2016 Mar 25.

Authors

Artur K Mailyan¹, John A Eickhoff¹, Anastasiia S Minakova¹, Zhenhua Gu², Ping Lu¹, Armen Zakarian¹

Affiliations

¹ Department of Chemistry and Biochemistry, University of California , Santa Barbara, California 93106, United States.
² Department of Chemistry, University of Science and Technology of China , 96 Jinzhai Road, Hefei, Anhui 230026, China.

PMID: 27014921
DOI: 10.1021/acs.chemrev.5b00712

Abstract

The main objective of this review is to provide a comprehensive survey of methods used for stereoselective construction of carbon-nitrogen bonds during the total synthesis of nitrogen-containing natural products that have appeared in the literature since 2000. The material is organized by specific reaction in order of decreasing number of applications in natural product synthesis. About 800 total syntheses of natural products with stereogenic carbon-nitrogen bonds described since 2000 have been reviewed.

Publication types

Research Support, N.I.H., Extramural
Research Support, U.S. Gov't, Non-P.H.S.
Review

MeSH terms

Biological Products / chemical synthesis*
Biological Products / chemistry
Carbon / chemistry*
Molecular Conformation
Nitrogen / chemistry*
Stereoisomerism
Time Factors

Substances

Biological Products
Carbon
Nitrogen

Abstract

Publication types

MeSH terms

Substances

Grants and funding