Enantioselective Synthesis of Homosphingosine Derivatives from L-Aspartic Acid

Loading...
Thumbnail Image
Access rights
openAccess
Journal Title
Journal ISSN
Volume Title
A1 Alkuperäisartikkeli tieteellisessä aikakauslehdessä
This publication is imported from Aalto University research portal.
View publication in the Research portal
View/Open full text file from the Research portal
Date
2010
Major/Subject
Mcode
Degree programme
Language
en
Pages
757-762
Series
SYNTHESIS: STUTTGART, issue 5
Abstract
The sterically demanding 9-phenylfluorenyl N-protection of a number of amino acids allows the formation of amino acid derived b-ketophosphonate reagents and their Horner–Wadsworth–Emmons olefination. In an attempt to develop a synthesis of Derythro-homosphingosine in enantiopure form, we have shown that the reactivity of the intermediates is influenced by the distinctive conformational requirements of this large protecting group.
Description
Keywords
Synthesis, diastereoselectivity, enantioselectivity, sphingosine, ceramide
Other note
Citation
Sauerland , S J K , Castillo-Melendez , J A , Nattinen , K , Rissanen , K & Koskinen , A M P 2010 , ' Enantioselective Synthesis of Homosphingosine Derivatives from L-Aspartic Acid ' , SYNTHESIS: STUTTGART , no. 5 , pp. 757-762 . https://doi.org/10.1055/s-0029-1219081