z-logo
Premium
Phosphane‐Catalyzed [4+1] Annulation between Nitroalkenes and Morita–Baylis–Hillman Carbonates: Facile Synthesis of Isoxazoline N ‐Oxides by Phosphorus Ylides
Author(s) -
Zhou Rong,
Duan Chong,
Yang Changjiang,
He Zhengjie
Publication year - 2014
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.201301633
Subject(s) - annulation , ylide , catalysis , allylic rearrangement , phosphorus , chemistry , organic chemistry , organocatalysis , medicinal chemistry , enantioselective synthesis
A phosphane‐catalyzed [4+1] annulation between nitroalkenes and Morita–Baylis–Hillman carbonates has been realized; this provides facile and diastereoselective access to polysubstituted isoxazoline N‐ oxides in moderate to excellent yields. In the annulation, an in situ formed allylic phosphorus ylide presumably serves as a pivotal active intermediate. This reaction accordingly represents the first example of phosphorus ylide initiated [4+1] cyclization of nitroalkenes to give isoxazoline N ‐oxides.

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here
Accelerating Research

Address

John Eccles House
Robert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom