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Efficient gold(I)/silver(I)-cocatalyzed cascade intermolecular N-Michael addition/intramolecular hydroalkylation of unactivated alkenes with ?-ketones.

ABSTRACT: The gold(I)/silver(I)-cocatalyzed cascade intermolecular N-Michael addition/intramolecular hydroalkylation reaction offers a simple and efficient method for the synthesis of pyrrolidine derivatives in moderate to excellent product yields and with moderate to good diastereoselectivities. The reaction conditions and the substrate scope of this reaction are examined, and a possible mechanism involving AgClO(4) catalyzed intermolecular N-Michael addition and the subsequent gold(I)-catalyzed hydroalkylation is proposed.

SUBMITTER: Xiao YP

PROVIDER: S-EPMC3170194 | biostudies-literature | 2011

REPOSITORIES: biostudies-literature

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Efficient gold(I)/silver(I)-cocatalyzed cascade intermolecular N-Michael addition/intramolecular hydroalkylation of unactivated alkenes with α-ketones.

Xiao Ya-Ping YP Liu Xin-Yuan XY Che Chi-Ming CM

Beilstein journal of organic chemistry 20110811

The gold(I)/silver(I)-cocatalyzed cascade intermolecular N-Michael addition/intramolecular hydroalkylation reaction offers a simple and efficient method for the synthesis of pyrrolidine derivatives in moderate to excellent product yields and with moderate to good diastereoselectivities. The reaction conditions and the substrate scope of this reaction are examined, and a possible mechanism involving AgClO(4) catalyzed intermolecular N-Michael addition and the subsequent gold(I)-catalyzed hydroalk ...[more]

PMID: 21915213

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