In:
Collection of Czechoslovak Chemical Communications, Institute of Organic Chemistry & Biochemistry, Vol. 62, No. 5 ( 1997), p. 809-815
Abstract:
The key chiral synthon in a novel synthesis of (-)- allo -muscarine from D-glucose has been prepared by three independent routes. The most efficient one includes a four-step conversion via the 4- O -benzoyl derivatives of starting 2,5-anhydro-3,5-di- O -methanesulfonyl-L-idose ethylene acetal ( 2a ) into 2,5-anhydro-3,6-dideoxy-L- lyxo- hexose ethylene acetal ( 4b ). The intermediate 4b was efficiently converted into the chiral synthon 2,5-anhydro-4- O -benzoyl-3,6-dideoxy-L- arabino -hexose ( 4c ) by Mitsunobu reaction.
Type of Medium:
Online Resource
ISSN:
0010-0765
,
1212-6950
DOI:
10.1135/cccc19970809
Language:
English
Publisher:
Institute of Organic Chemistry & Biochemistry
Publication Date:
1997
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