Heterocycles from cyclopropanes: applications in natural product synthesis

CA Carson, MA Kerr - Chemical Society Reviews, 2009 - pubs.rsc.org
The construction of heterocyclic compounds from activated cyclopropane derivatives offers
an alternative strategy for the preparation of molecules that may be of interest from a …

Synthetic approaches towards alkaloids bearing α-tertiary amines

A Hager, N Vrielink, D Hager, J Lefranc… - Natural product …, 2016 - pubs.rsc.org
Covering: up to August 2015 Alkaloids account for some of the most beautiful and
biologically active natural products. Although they are usually classified along biosynthetic …

Chemistry of bridged lactams and related heterocycles

M Szostak, J Aube - Chemical reviews, 2013 - ACS Publications
The amide bond is one of the most important functional groups in chemistry and biology. 1
Due to the strong resonance interaction between nN and π* C O orbitals (Figure 1), 2 the …

Toward a symphony of reactivity: cascades involving catalysis and sigmatropic rearrangements

AC Jones, JA May, R Sarpong… - Angewandte Chemie …, 2014 - Wiley Online Library
Catalysis and synthesis are intimately linked in modern organic chemistry. The synthesis of
complex molecules is an ever evolving area of science. In many regards, the inherent …

Mn (III)-mediated formal [3+ 3]-annulation of vinyl azides and cyclopropanols: a divergent synthesis of azaheterocycles

YF Wang, KK Toh, EPJ Ng, S Chiba - Journal of the American …, 2011 - ACS Publications
Mn (III)-mediated formal [3+ 3]-annulation has been developed using readily available vinyl
azides and cyclopropanols with a wide range of substituents. Vinyl azides were successfully …

Cutting-edge and time-honored strategies for stereoselective construction of C–N bonds in total synthesis

AK Mailyan, JA Eickhoff, AS Minakova, Z Gu… - Chemical …, 2016 - ACS Publications
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 …

[3, 3]-Sigmatropic rearrangements: recent applications in the total synthesis of natural products

EA Ilardi, CE Stivala, A Zakarian - Chemical Society Reviews, 2009 - pubs.rsc.org
Among the fundamental chemical transformations in organic synthesis, the [3, 3]-sigmatropic
rearrangement occupies a unique position as a powerful, reliable, and well-defined method …

Total synthesis of complex alkaloids by nucleophilic addition to amides

T Sato, M Yoritate, H Tajima, N Chida - Organic & biomolecular …, 2018 - pubs.rsc.org
Nucleophilic addition to amides has been recognized as a promising transformation for total
synthesis of complex alkaloids. Amides can accept two different organometallic reagents …

Rapid Syntheses of (−)‐FR901483 and (+)‐TAN1251C Enabled by Complexity‐Generating Photocatalytic Olefin Hydroaminoalkylation

D Reich, A Trowbridge, MJ Gaunt - Angewandte Chemie, 2020 - Wiley Online Library
We report a common strategy to facilitate the syntheses of the polycyclic alkaloids (−)‐
FR901483 (1) and (+)‐TAN1251C (2). A divergent synthetic strategy provides access to both …

Recent advances in the intramolecular Mannich reaction in natural products total synthesis

Y Shi, Q Wang, S Gao - Organic Chemistry Frontiers, 2018 - pubs.rsc.org
The Mannich reaction has been widely used to effectively construct C–N and C–C bonds in
organic synthesis. This review focuses on selected applications of the intramolecular …