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

Authors
Enierga, G Espiritu, M Perlmutter, P Pham, N Rose, M Sjoberg, S Thienthong, N Wong, K
Citation
G. Enierga et al., Intramolecular amidomercurations under allylic control: a stereoselective synthesis of (+)-pseudohygroline and (+)-3-hydroxypyrrolizidine, TETRAHEDR-A, 12(4), 2001, pp. 597-604
Citations number
24
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON-ASYMMETRY
ISSN journal
09574166 → ACNP
Volume
12
Issue
4
Year of publication
2001
Pages
597 - 604
Database
ISI
SICI code
0957-4166(20010319)12:4<597:IAUACA>2.0.ZU;2-V
Abstract
The diastereoselectivity of intramolecular amidomercurations can be reverse d by altering the remote allylic substituent of omega -alkenylcarbamates. T his methodology has been applied to the synthesis of (+)-pseudohygroline an d (+)-3-hydroxypyrrolizidine. (C) 2001 Published by Elsevier Science Ltd.