Intramolecular amidomercurations under allylic control: a stereoselective synthesis of (+)-pseudohygroline and (+)-3-hydroxypyrrolizidine

The diastereoselectivity of intramolecular amidomercurations can be reversed by altering the remote allylic substituent of ω-alkenylcarbamates. This methodology has been applied to the synthesis of (+)-pseudohygroline and (+)-3-hydroxypyrrolizidine. Graphic

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Veröffentlicht in:Tetrahedron: asymmetry 2001-03, Vol.12 (4), p.597-604
Hauptverfasser: Enierga, Gina, Espiritu, Maria, Perlmutter, Patrick, Pham, Ngoc, Rose, Mark, Sjöberg, Stefan, Thienthong, Neeranat, Wong, Katie
Format: Artikel
Sprache:eng
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Zusammenfassung:The diastereoselectivity of intramolecular amidomercurations can be reversed by altering the remote allylic substituent of ω-alkenylcarbamates. This methodology has been applied to the synthesis of (+)-pseudohygroline and (+)-3-hydroxypyrrolizidine. Graphic
ISSN:0957-4166
1362-511X
DOI:10.1016/S0957-4166(01)00064-7