Abstract
Applicable also for other pseudosugars, the simple reaction sequence for the preparation of α‐D‐glucosidase inhibitors valiolamine (1) and its three diastereoisomers starts with 1,3,4,5‐tetrahydroxycyclohexanecarboxylic acid (quinic acid). Glycosidase inhibitors like 1 are used as chemotherapeutics, for example, against HIV. (Figure Presented.)
| Original language | English |
|---|---|
| Pages (from-to) | 1643-1645 |
| Number of pages | 3 |
| Journal | Angewandte Chemie International Edition in English |
| Volume | 34 |
| Issue number | 15 |
| DOIs | |
| Publication status | Published - 1995 Aug 18 |
| Externally published | Yes |
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Keywords
- aminosugars
- asymmetric syntheses
- dihydroxylations
- quinic acid
- valiolamine
ASJC Scopus subject areas
- Catalysis
- Chemistry(all)
Cite this
Enantiospecific Syntheses of Valiolamine and its (1R), (2R), (1R, 2R) Diastereomers from (−)‐Quinic Acid. / Shing, Tony Kung Ming; Wan, Leong H.
In: Angewandte Chemie International Edition in English, Vol. 34, No. 15, 18.08.1995, p. 1643-1645.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Enantiospecific Syntheses of Valiolamine and its (1R), (2R), (1R, 2R) Diastereomers from (−)‐Quinic Acid
AU - Shing, Tony Kung Ming
AU - Wan, Leong H.
PY - 1995/8/18
Y1 - 1995/8/18
N2 - Applicable also for other pseudosugars, the simple reaction sequence for the preparation of α‐D‐glucosidase inhibitors valiolamine (1) and its three diastereoisomers starts with 1,3,4,5‐tetrahydroxycyclohexanecarboxylic acid (quinic acid). Glycosidase inhibitors like 1 are used as chemotherapeutics, for example, against HIV. (Figure Presented.)
AB - Applicable also for other pseudosugars, the simple reaction sequence for the preparation of α‐D‐glucosidase inhibitors valiolamine (1) and its three diastereoisomers starts with 1,3,4,5‐tetrahydroxycyclohexanecarboxylic acid (quinic acid). Glycosidase inhibitors like 1 are used as chemotherapeutics, for example, against HIV. (Figure Presented.)
KW - aminosugars
KW - asymmetric syntheses
KW - dihydroxylations
KW - quinic acid
KW - valiolamine
UR - http://www.scopus.com/inward/record.url?scp=33748228846&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=33748228846&partnerID=8YFLogxK
U2 - 10.1002/anie.199516431
DO - 10.1002/anie.199516431
M3 - Article
AN - SCOPUS:33748228846
VL - 34
SP - 1643
EP - 1645
JO - Angewandte Chemie - International Edition
JF - Angewandte Chemie - International Edition
SN - 1433-7851
IS - 15
ER -