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 …

Electrophilic aminating agents in total synthesis

LG O'Neil, JF Bower - Angewandte Chemie, 2021 - Wiley Online Library
Classical amination methods involve the reaction of a nitrogen nucleophile with an
electrophilic carbon center; however, in recent years, umpoled strategies have gained …

Heterogeneous Dipeptide‐Catalyzed α‐Amination of Aldehydes in a Continuous‐Flow Reactor: Effect of Residence Time on Enantioselectivity

SB Ötvös, A Szloszár, IM Mándity… - Advanced Synthesis & …, 2015 - Wiley Online Library
A solid‐supported dipeptide‐catalyzed continuous‐flow process was developed for the
direct enantioselective α‐amination of aldehydes with dibenzyl azodicarboxylate as the …

trans-Diastereoselective Syntheses of γ-Lactones by Visible Light-Iodine-Mediated Carboesterification of Alkenes

S Maejima, E Yamaguchi, A Itoh - ACS omega, 2019 - ACS Publications
This study aims to develop an intermolecular lactonization reaction of alkenes with
carbonyls mediated by visible light and molecular iodine. The one-step reaction involved the …

Application of iodine and iodide in photocatalysis organic synthesis

Y Liu, L Lin, Y Han, Y Liu - Chinese Journal of Organic Chemistry, 2020 - sioc-journal.cn
Photoredox catalysis has become a universal tool to catalyze a wide variety of chemical
reactions with high selectivity under mild conditions. However, traditional photocatalysis …

A stereoselective approach to indolizidine and pyrrolizidine alkaloids: total synthesis of (−)-lentiginosine,(−)-epi-lentiginosine and (−)-dihydroxypyrrolizidine

SV Kauloorkar, V Jha, G Jogdand… - Organic & Biomolecular …, 2014 - pubs.rsc.org
A simple and highly efficient approach to hydroxylated pyrrolizidine and indolizidine is
developed from an aldehyde as a starting material using organocatalytic and asymmetric …

Proline-catalyzed asymmetric α-amination in the synthesis of bioactive molecules

P Kumar, BM Sharma - Synlett, 2018 - thieme-connect.com
The direct α-amination of carbonyl compounds using organocatalysts represents a powerful
and atom-economical tool for asymmetric C–N bond formation. We describe a complete …

A concise enantioselective synthesis of pyrrolidine sedum alkaloids (R)-(R)-(+),(S)-(S)-(−)-pyrrolsedamine and (S)-(R)-(+)-pyrrolallosedamine by using proline …

VA Bhosale, SB Markad, SB Waghmode - Tetrahedron, 2017 - Elsevier
A general approach for the synthesis of pyrolidine member of sedum alkaloids has been
developed by employing proline catalysed sequential α-amination and Horner–Wadsworth …

Visible Light and Molecular Iodine‐Mediated Diastereoselective Intermolecular Lactonization of Styrenes with Carbonyls

K Oe, M Goto, S Maejima… - Asian Journal of …, 2020 - Wiley Online Library
Abstract γ‐Lactones and their derivatives show diverse biological activities, and lactone
skeletons are found in various naturally occurring products, pharmaceuticals, and …

Divergent synthesis of various iminocyclitols from d-ribose

R Petakamsetty, VK Jain, PK Majhi… - Organic & Biomolecular …, 2015 - pubs.rsc.org
A very efficient route to the diastereoselective synthesis of polyhydroxy pyrrolidines,
piperidines and azepanes from an aldehyde derivative of ribose is reported. Asymmetric α …