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Effect of counterion structure on rates and diastereoselectivities in ?,?-unsaturated iminium-ion Diels-Alder reactions.

ABSTRACT: The use of cyclic ?,?-unsaturated iminium-ion dienophiles is documented in two highly diastereoselective Diels-Alder (DA) reactions. The dienophilic counterion was found to have a significant effect on reactivity.

SUBMITTER: Marcoux D

PROVIDER: S-EPMC3408793 | biostudies-literature | 2011 Jul

REPOSITORIES: biostudies-literature

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Effect of counterion structure on rates and diastereoselectivities in α,β-unsaturated iminium-ion Diels-Alder reactions.

Marcoux David D Bindschädler Pascal P Speed Alexander W H AW Chiu Anna A Pero Joseph E JE Borg George A GA Evans David A DA

Organic letters 20110616 14

The use of cyclic α,β-unsaturated iminium-ion dienophiles is documented in two highly diastereoselective Diels-Alder (DA) reactions. The dienophilic counterion was found to have a significant effect on reactivity. ...[more]

PMID: 21678927

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