Annonaceous acetogenins: recent progress

FQ Alali, XX Liu, JL McLaughlin - Journal of Natural products, 1999 - ACS Publications
The Annonaceous acetogenins are promising new antitumor and pesticidal agents that are
found only in the plant family Annonaceae. Chemically, they are derivatives of long-chain …

The vinylogous aldol reaction: a valuable, yet understated carbon− carbon bond-forming maneuver

G Casiraghi, F Zanardi, G Appendino… - Chemical …, 2000 - ACS Publications
The aldol reaction is a cornerstone of synthetic organic chemistry and has been the subject
of considerable optimization, especially in terms of diastereo-and enantiocontrol. 1 The …

New developments in the chemistry of N-acyliminium ions and related intermediates

WN Speckamp, MJ Moolenaar - Tetrahedron, 2000 - Elsevier
Reactions between N-acyliminium ions and nucleophiles–also described as
amidoalkylation or Mannich type condensations–have been frequently utilized to introduce …

Vinylogous Mannich reactions: selectivity and synthetic utility

SK Bur, SF Martin - Tetrahedron, 2001 - Elsevier
Contents 1. Introduction 3221 2. Acyclic iminium ions reacting with acyclic dienols 3222 2.1.
N-Acyl and trialkyl iminium ions 3222 2.2. O-Silylated nitrones 3222 2.3. Imine±Lewis acid …

The synthetic utility of furan-, pyrrole-and thiophene-based 2-silyloxy dienes

G Rassu, F Zanardi, L Battistini… - Chemical Society Reviews, 2000 - pubs.rsc.org
The aim of this review is to highlight the utility of a remarkable triad of 2-silyloxy diene
synthons derived from furan, pyrrole and thiophene in organic synthesis. These …

Catalytic, Asymmetric Synthesis of Phosphonic γ‐(Hydroxyalkyl) butenolides with Contiguous Quaternary and Tertiary Stereogenic Centers

M Frings, I Thomé, I Schiffers, F Pan… - Chemistry–A European …, 2014 - Wiley Online Library
A procedure that enables high yielding access to phosphonic γ‐(hydroxyalkyl) butenolides
with excellent regio‐, diastereo‐and enantiocontrol is reported. The simultaneous …

Systematic Construction of a Monotetrahydrofuran‐Ring Library in Annonaceous Acetogenins by Asymmetric Alkynylation and Stereodivergent Tetrahydrofuran‐Ring …

N Kojima, N Maezaki, H Tominaga… - … A European Journal, 2003 - Wiley Online Library
All eight diastereoisomers of the monotetrahydrofuran‐ring cores of annonaceous
acetogenins have been synthesized through utilization of asymmetric alkynylation and …

Stereodivergent synthesis of 2-oxo-oligopyrrolidines by an iterative coupling strategy

Y Soda, K Tatsumi, M Forner, S Sato… - Organic & …, 2024 - pubs.rsc.org
Natural linear polyamines play diverse roles in physiological processes by interacting with
receptors at the cellular level. Herein, we describe the stereodivergent synthesis of …

Divergent diastereoselectivity in the addition of nucleophiles to tetrahydrofuran-derived oxonium ions

JT Shaw, KA Woerpel - Tetrahedron, 1999 - Elsevier
Alkyl substituted lactol acetates have been found to undergo highly stereoselective
substitution reactions mediated by tin (IV) bromide. The highest selectivity is observed in the …

Highly Stereoselective and Stereodivergent Synthesis of Four Types of THF Cores in Acetogenins Using a C4-Chiral Building Block

N Maezaki, N Kojima, M Asai, H Tominaga… - Organic …, 2002 - ACS Publications
Four stereoisomers of the THF cores, synthetic intermediates of acetogenins, have been
synthesized with high diastereoselectivity by asymmetric alkynylation and subsequent …