Acid-catalyzed cyclization of vinylsilanes bearing an amino group. Stereoselective synthesis of pyrrolidines

Organic Letters

Volumn 2, Issue 3, 2000, Pages 385-388

  Miura, Katsukiyo ^a   Hondo, Takeshi ^a   Nakagawa, Takahiro ^a   Takahashi, Tatsuyuki ^a   Hosomi, Akira ^a  

^a UNIVERSITY OF TSUKUBA   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0001318937     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol991341o     Document Type: Article

References (33)

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28. We used only (Z)-vinylsilanes as substrates in the present work because (E)-isomers exhibit lower reactivity and stereoselectivity than (Z)-isomers in the cyclization shown in Scheme 1. See ref 6.
29. Miura K.; Hondo, T.; Hosomi, A. Manuscript submitted.
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31. For simplification, attachment of an acid to the oxygen atom or both the nitrogen and oxygen atoms is not depicted in Scheme 5. In these cases also, the reaction mechanism and the stereochemical outcome can be explained as in the text.
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