An Enantioselective Synthesis of (+)-Polyoxamic Acid via Phase-Transfer Catalytic Conjugate Addition and Asymmetric Dihydroxylation SCIE SCOPUS

Cited 17 time in WEB OF SCIENCE Cited 19 time in Scopus
Title
An Enantioselective Synthesis of (+)-Polyoxamic Acid via Phase-Transfer Catalytic Conjugate Addition and Asymmetric Dihydroxylation
Author(s)
Lee, Yeon-Ju; Park, Yohan; Kim, Mi-hyun; Jew, Sang-sup; Park, Hyeung-geun
KIOST Author(s)
Lee, Yeon Ju(이연주)
Publication Year
2011-01-21
Abstract
A new enantioselective synthetic method of (+)-polyoxamic acid is reported. (+)-Polyoxamic acid could be obtained in 7 steps with 46% overall yield from diphenylmethyl-glycineimine tert-butyl ester via an enantioselective phase-transfer conjugate addition (99% yield, 96% ee) and an asymmetric dihydroxylation (98% yield, 94% de) as the key reactions.
ISSN
0022-3263
URI
https://sciwatch.kiost.ac.kr/handle/2020.kiost/3891
DOI
10.1021/jo102272h
Bibliographic Citation
JOURNAL OF ORGANIC CHEMISTRY, v.76, no.2, pp.740 - 743, 2011
Publisher
AMER CHEMICAL SOC
Subject
ALPHA-AMINO-ACIDS; POLYOXAMIC ACID; BIOLOGICAL-ACTIVITY; STEREOSELECTIVE-SYNTHESIS; 3,4-DIEPIPOLYOXAMIC ACID; EFFICIENT SYNTHESIS; ALKYLATION; SERINE; AGENTS; ROUTE
Type
Article
Language
English
Document Type
Article
Publisher
AMER CHEMICAL SOC
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