Stereospecific Synthesis of (-)-allo-Muscarine from D-Glucose: Novel Routes to the Key Chiral Synthon

1997 ◽  
Vol 62 (5) ◽  
pp. 809-815 ◽  
Author(s):  
Velimir Popsavin ◽  
Ostoja Beric ◽  
Mirjana Popsavin ◽  
János Csanádi ◽  
Stevan Lajšic ◽  
...  
Keyword(s):  
Mitsunobu Reaction ◽  
Stereospecific Synthesis ◽  
Novel Synthesis ◽  
Derivatives Of ◽  
Chiral Synthon ◽  
Ethylene Acetal

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.

Preparation of 2,3-Dideoxy-2,3-epimino and 3,4-Dideoxy-3,4-epimino Derivatives of 1,6-Anhydro-β-D-hexopyranoses by Mitsunobu Reaction

1998 ◽  
Vol 63 (6) ◽  
pp. 813-825 ◽  
Author(s):  
Jiří Kroutil ◽  
Tomáš Trnka ◽  
Miloš Buděšínský ◽  
Miloslav Černý
Keyword(s):  
Nmr Spectra ◽  
Mitsunobu Reaction ◽  
Derivatives Of ◽  
C Nmr

A series of new 2-, 3- and 4-benzylamino-2-, 3- and 4-deoxy derivatives of 1,6-anhydro-β-D-hexopyranoses were prepared from 1,6:2,3- and 1,6:3,4-dianhydro-β-D-hexopyranoses by treatment with benzylamine and converted into 2,3-(N-benzylepimino)-2,3-dideoxy- and 3,4-(N-benzylepimino)-3,4-dideoxy-β-D-hexopyranoses of the D-allo, D-galacto and D-talo configuration by Mitsunobu reaction. The structures of benzylamino and benzylimino derivatives were confirmed by 1H and 13C NMR spectra.

ChemInform Abstract: STEREOSPECIFIC SYNTHESIS OF FUNCTIONAL DERIVATIVES OF 1,3-DIENE AND 1,3-ENYNE HYDROCARBONS AND SILICON-CONTAINING HYDROCARBONS

1977 ◽  
Vol 8 (41) ◽  
pp. no-no
Author(s):  
N. I. NESTEROV ◽  
E. V. KOMISSAROVA ◽  
N. N. BELYAEV ◽  
M. D. STADNICHUK ◽  
A. A. PETROV
Keyword(s):  
Stereospecific Synthesis ◽  
Functional Derivatives ◽  
Derivatives Of

ChemInform Abstract: Novel Synthesis of Calamitic and Discotic Liquid Crystalline Derivatives of Tetrathiafulvalene (TTF).

ChemInform ◽  
2010 ◽  
Vol 29 (18) ◽  
pp. no-no
Author(s):  
R. A. BISSELL ◽  
N. BODEN ◽  
R. J. BUSHBY ◽  
C. W. G. FISHWICK ◽  
E. HOLLAND ◽  
...  
Keyword(s):  
Liquid Crystalline ◽  
Novel Synthesis ◽  
Derivatives Of

A Novel Synthesis of Amino Acid Derivatives of Phospholene Oxides.

ChemInform ◽  
2004 ◽  
Vol 35 (42) ◽  
Author(s):  
Buchammagari Haritha ◽  
Valluru Krishna Reddy ◽  
Masaki Takahashi ◽  
Mitsuji Yamashita
Keyword(s):  
Amino Acid ◽  
Amino Acid Derivatives ◽  
Novel Synthesis ◽  
Derivatives Of

ChemInform Abstract: Stereospecific Synthesis and Biological Evaluations of β-L-Pentofuranonucleoside Derivatives of 5-Fluorouracil and 5-Fluorocytosine.

ChemInform ◽  
2010 ◽  
Vol 32 (49) ◽  
pp. no-no
Author(s):  
Jean-Francois Griffon ◽  
Christophe Mathe ◽  
Abdesslem Faraj ◽  
Anne-Marie Aubertin ◽  
Erik De Clercq ◽  
...  
Keyword(s):  
Stereospecific Synthesis ◽  
Derivatives Of

Novel synthesis of nicotinamide derivatives of cytotoxic properties

2006 ◽  
Vol 14 (13) ◽  
pp. 4466-4476 ◽  
Author(s):  
Adel S. Girgis ◽  
Hanaa M. Hosni ◽  
Flora F. Barsoum
Keyword(s):  
Novel Synthesis ◽  
Nicotinamide Derivatives ◽  
Derivatives Of

Reaction of S-methiodide derivatives of activated thioureas with hydroxylic compounds. Novel synthesis of mercaptans

1972 ◽  
Vol 37 (10) ◽  
pp. 1532-1537 ◽  
Author(s):  
Daniel L. Klayman ◽  
Robert J. Shine ◽  
J. David. Bower
Keyword(s):  
Novel Synthesis ◽  
Derivatives Of
Sign in / Sign up

Export Citation Format

Share Document