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. 2013 Oct 18;15(20):5214-7.
doi: 10.1021/ol402364t. Epub 2013 Oct 3.

Bisphosphine-triggered one-pot sequential [3 + 2]/[3 + 2] annulation of allenoates with cyclic ketimines

Li-Jun Yang  1 , Shuai Wang, Jing Nie, Shen Li, Jun-An Ma
Affiliations

Bisphosphine-triggered one-pot sequential [3 + 2]/[3 + 2] annulation of allenoates with cyclic ketimines

Li-Jun Yang et al. Org Lett. .

Abstract

An efficient bisphosphine-triggered one-pot sequential [3 + 2]/[3 + 2] annulation of allenoates with cyclic ketimines was developed, in which the product of the first [3 + 2] annulation is the electron-deficient substrate for the second [3 + 2] annulation reaction. The reaction is exceptionally regioselective and diastereoselective. This novel and highly convergent strategy may open up a new viewpoint in utilizing allenoates to prepare N-fused polycyclic compounds.

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