In:
Advanced Synthesis & Catalysis, Wiley, Vol. 349, No. 4-5 ( 2007-03-05), p. 694-702
Abstract:
The proline‐catalysed aldol reaction of 2,2‐dimethyl‐1,3‐dioxan‐5‐one with dimethoxyacetaldehyde is used as the key reaction according to the biomimetic C 3 +C n strategy for de novo carbohydrate synthesis. Based on the Whitesides inversion strategy, protected D ‐ erythro ‐pentos‐4‐ulose ( de 〉 96 %, ee =94 %) was employed for a rapid and divergent entry to various selectively and partly orthogonal protected aldopentoses and derivatives, like amino sugars, thio sugars, deoxy sugars, 4‐ C ‐substituted (alkylated) aldopentoses and epoxy sugars.
Type of Medium:
Online Resource
ISSN:
1615-4150
,
1615-4169
DOI:
10.1002/adsc.v349:4/5
DOI:
10.1002/adsc.200600573
Language:
English
Publisher:
Wiley
Publication Date:
2007
detail.hit.zdb_id:
2041384-1
detail.hit.zdb_id:
2033084-4
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