Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 82, Issue 9, Pages 4829-4839Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.7b00551
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Funding
- NSFC [21372096]
- Open Project of State Key Laboratory for Supramolecular Structure and Materials [sklssm201716]
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A controllable stereoselective synthesis of tetrahydropyrrolo[2,1-a]isoquinoline derivatives bearing a sulfur moiety was demonstrated with high diastereoselectivity through a catalytic intramolecular acylsulfenylation of activated alkenes. This approach involved a catalytic thia-Michael addition triggered intramolecular aldol-type tandem sequence. Both cis- and trans products can be readily prepared in moderate to high yields with excellent diastereoselectivities in a catalytically atom-economic fashion under the, optimized mild reaction conditions.
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