Allenoate-derived 1,5-, 1,7-, and 1,9-zwitterions as highly versatile coupling-partners for phosphine-triggered cycloaddition reactions?

Chemical Science Pub Date: 2012-07-12 DOI: 10.1039/C2SC20805A

Abstract

Our computational and experimental studies show that the high order 1,n-zwitterionic intermediates (n = 5, 7 and 9) of allenoate-PR3 are real species. The cycloaddition reactions of these versatile intermediates with electrophilic-coupling partners provide novel and highly convergent synthetic approaches to medium- and large-ring compounds.

Graphical abstract: Allenoate-derived 1,5-, 1,7-, and 1,9-zwitterions as highly versatile coupling-partners for phosphine-triggered cycloaddition reactions
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