Diastereo- and Enantioselective Synthesis of a Novel Tetracyclic Ring System via an Organocatalytic One-Pot Reaction

An efficient , asymmetric, one‐pot synthesis of a novel tetracyclic ring system incorporating both chroman and bicyclo[2.2.2]octane structural units was established through sequential reaction of nitroolefin enoates and α,β‐unsaturated ketones. Six stereogenic centers including two quaternary stereo...

Full description

Saved in:
Bibliographic Details
Published in:Advanced synthesis & catalysis 2011-11, Vol.353 (16), p.2960-2965
Main Authors: Yu, De-Feng, Wang, Yao, Xu, Peng-Fei
Format: Article
Language:English
Subjects:
Alicyclic compounds
Alicyclic compounds, terpenoids, prostaglandins, steroids
Asymmetry
bicyclo[2.2.2]octanes
Catalysis
Catalysts: preparations and properties
Chemistry
chromans
Exact sciences and technology
General and physical chemistry
Heterocyclic compounds
Heterocyclic compounds with o, s, se, te hetero atom and condensed derivatives
Ketones
one-pot reaction
Organic chemistry
organocatalysis
Preparations and properties
Synthesis
tetracyclic ring systems
Theory of reactions, general kinetics. Catalysis. Nomenclature, chemical documentation, computer chemistry
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:An efficient , asymmetric, one‐pot synthesis of a novel tetracyclic ring system incorporating both chroman and bicyclo[2.2.2]octane structural units was established through sequential reaction of nitroolefin enoates and α,β‐unsaturated ketones. Six stereogenic centers including two quaternary stereocenters were formed with excellent diastereo‐ and enantioselectivity.
ISSN:1615-4150
1615-4169
1615-4169
DOI:10.1002/adsc.201100332