ChemInform Abstract: Synthesis of a Variety of 2-Alkyl-2-azabicyclo[3.1.1]heptane-1-carbonitriles via a Dynamic Addition-Intramolecular Substitution Sequence.

ChemInform ◽  
2011 ◽  
Vol 42 (48) ◽  
pp. no-no
Author(s):  
Ann De Blieck ◽  
Christian V. Stevens
Synthesis ◽  
2006 ◽  
Vol 2006 (10) ◽  
pp. 1590-1598 ◽  
Author(s):  
Junji Ichikawa ◽  
Kotaro Sakoda ◽  
Hiroko Moriyama ◽  
Yukinori Wada

Tetrahedron ◽  
1984 ◽  
Vol 40 (10) ◽  
pp. 1755-1759 ◽  
Author(s):  
Klyoshi Mutai ◽  
Keiji Kobayashi ◽  
Kenji Yokoyama

1980 ◽  
Vol 45 (6) ◽  
pp. 1837-1844 ◽  
Author(s):  
Miloslav Černý ◽  
Hana Večerková ◽  
Ivan Černý ◽  
Josef Pacák

1,6 : 3,4-Dianhydro-2-O-p-tolylsulfonyl-β-D-galactopyranose (I) was converted to 1,6-anhydro-4-O-benzyl-2-O-p-tolylsulfonyl-β-D-glucopyranose (II) and then reacted with benzylisocyanate to give 3-O-(N-benzylcarbamoyl) derivative III. The cyclization of this substance under the effect of potassium tert-butoxide in tert-butanol gave 3-benzyl-(1,6-anhydro-4-O-benzyl-2,3-dideoxy-β-D-mannopyrano) [2,3-d]oxazolidin-2-one (IV) which was hydrolysed to 1,6-anhydro-4-O-benzyl-2-benzylamino-2-deoxy-β-D-mannopyranose (VIII). Catalytic debenzylation of VIII on palladium on charcoal in the presence of hydrochloric acid gave the hydrochloride of 2-amino-1,6-anhydro-2-deoxy-β-D-mannopyranose (IX), which was acetylated to triacetate XI. Depending on the conditions during catalytic debenzylation of the oxazolidine derivative IV either O-debenzylated derivative VI alone was obtained, or the completely debenzylated oxazolidine derivative VII.


1995 ◽  
Vol 73 (2) ◽  
pp. 161-168 ◽  
Author(s):  
E. Montaudon ◽  
L. Lemée ◽  
M-J. Bourgeois

Decomposition of γ-unsaturated substituted peroxides in a good hydrogen donor solvent can lead to two diastereoisomeric oxetans. An intramolecular 1,5 hydrogen shift followed by a cyclization may compete with the homolytic intramolecular substitution following the first addition step. The factors governing this never-reported competition are determined. Keywords: unsaturated peroxides, oxetans, homolytic intramolecular substitution, intramolecular 1,5 hydrogen shift.


Tetrahedron ◽  
2010 ◽  
Vol 66 (22) ◽  
pp. 3904-3911 ◽  
Author(s):  
Barbara Grzeszczyk ◽  
Barbara Szechner ◽  
Bartłomiej Furman ◽  
Marek Chmielewski

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