期刊
ORGANIC LETTERS
卷 22, 期 17, 页码 6922-6926出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.0c02453
关键词
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资金
- National Natural Science Foundation of China [21502135, 21901179]
- Natural Science Foundation of Shanxi [201901D111081]
- Scientific and Technological Innovation Programs of Higher Education Institutions in Shanxi [201802024]
- Fund Program for the Scientific Activities of Selected Returned Overseas Professionals in Shanxi Province
A novel P( NMe2)(3)-mediated tandem (1 + 4) annulation between aroylformates and delta-tosylamino enones has been developed that affords a facile synthesis of functionalized pyrrolidines in moderate to excellent yields with exclusive chemoselectivity and high diastereoselectivity. Mechanistic investigation reveals that the reaction proceeds through an unprecedented P(NMe2)(3)-mediated reductive amination/base-catalyzed Michael addition cascade. The reaction herein also represents the first study of the reactivity patterns of the Kukhtin-Ramirez adducts toward ambiphilic nucleophile-electrophiles.
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