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Highly diastereo- and enantioselective NHC-catalyzed [3+2] annulation of enals and isatins

Chemical CommunicationsPublished 1 January 2011
Li‐Hui Sun, Litao Shen, Song Ye
Citations169
SJR quartileQ1
SJR score1.04
SNIP0.78

TL;DR

The chiral N-heterocyclic carbene bearing a proximal hydroxy group derived from L-pyroglutamic acid was found to be an efficient catalyst for the [3+2] annulation of enals and isatins to give the corresponding spirocyclic oxindolo-γ-butyrolactones in good yield with good diastereo- and enantioselectivities.

Abstract

The chiral N-heterocyclic carbene bearing a proximal hydroxy group derived from L-pyroglutamic acid was found to be an efficient catalyst for the [3+2] annulation of enals and isatins to give the corresponding spirocyclic oxindolo-γ-butyrolactones in good yield with good diastereo- and enantioselectivities.

Keywords

Chemistry