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Improved stereoselectivity in intramolecular S(N)2 ' cyclization through use of mechanistic principles

Authors
Seo, Woo DuckCurtis-Long, Marcus J.Jeong, Seong HunJun, Tae HongYang, Min SukPark, Ki Hun
Issue Date
17-Jan-2007
Publisher
GEORG THIEME VERLAG KG
Keywords
oxazolidin-2-one; intramolecular cyclization; stereoselectivity; A(1,3) strain; alpha-hydroxy-beta-amino acids
Citation
SYNTHESIS-STUTTGART, no.2, pp 209 - 214
Pages
6
Indexed
SCIE
SCOPUS
Journal Title
SYNTHESIS-STUTTGART
Number
2
Start Page
209
End Page
214
URI
https://scholarworks.gnu.ac.kr/handle/sw.gnu/28466
DOI
10.1055/s-2006-958956
ISSN
0039-7881
1437-210X
Abstract
Valine and alanine were converted into the corresponding alpha-hydroxy-beta-amino acids through intramolecular S(N)2' cyclization. The novel cyclization protocol relied upon the use of N-benzyl-protected carbarnates derived from a-amino acids
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