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. 2010 Dec 17;12(24):5768-71.
doi: 10.1021/ol102693e. Epub 2010 Nov 19.

Stereoselective 6π-electron electrocyclic ring closures of 2-halo-amidotrienes via a remote 1,6-asymmetric induction

Ryuji Hayashi  1 , Mary C Walton, Richard P Hsung, John H Schwab, Xueliang Yu
Affiliations

Stereoselective 6π-electron electrocyclic ring closures of 2-halo-amidotrienes via a remote 1,6-asymmetric induction

Ryuji Hayashi et al. Org Lett. .

Abstract

A diastereoselective 6π-electrocyclic ring closure employing halogen-substituted 3-amidotrienes via a 1,6-remote asymmetric induction is described. This new asymmetric manifold for pericyclic ring closure further underscores the significance of the allenamide chemistry.

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Figures

Scheme 1
Scheme 1
A New Torquoselective Manifold via 1,6-Induction.
Figure 1
Figure 1
X-Ray Structure of 36b.
Figure 2
Figure 2
A Proposed Mechanistic Model.
See this image and copyright information in PMC

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