Cyclodextrin-catalysed hydrolysis of oxazol-5(4H)-ones. Enantioselectivity of the acid–base and ring-opening reactions

1983 ◽  
pp. 789-796 ◽  
Author(s):  
Viviane Daffe ◽  
Jacques Fastrez
Keyword(s):  
Ring Opening ◽  
Acid Base ◽  
Ring Opening Reactions ◽  
Hydrolysis Of

Aminocyclitols. III. Synthesis of diaminocyclohexanediols

1979 ◽  
Vol 57 (14) ◽  
pp. 1870-1876 ◽  
Author(s):  
Gerry Kavadias ◽  
Robert Droghini
Keyword(s):  
Thionyl Chloride ◽  
Sodium Azide ◽  
Ring Opening ◽  
Boron Trifluoride ◽  
Boron Trifluoride Etherate ◽  
Reaction Sequence ◽  
Acidic Hydrolysis ◽  
Ring Opening Reactions ◽  
Cis And Trans ◽  
Hydrolysis Of

Reaction of N,N′-diethoxycarbonyl-2,5-dideoxystreptamine (1b) with thionyl chloride produced the iminoether dihydrochloride 8 which, upon simple treatment with water gave the di-N,O-carbonyl compound 9. Acidic hydrolysis of 9 yielded the aminocyclitol 2a. Alternatively, 2a was prepared from N,N′-dibenzoyl-2,5-dideoxystreptamine (1c) via the oxazoline 10 followed by acidic hydrolysis. Treatment of 1c with triethyl orthoacetate in the presence of boron trifluoride etherate produced the oxazoline 11 and the latter product was hydrolyzed to give 3a. By the same reaction sequence, 1e and 1h were converted to the oxazolines 12 and 13 which upon acidic hydrolysis provided the enantiomeric aminocyclitols 4 and 5. Ring-opening reactions of cis- and trans-1,4-diepoxycyclohexanes (14 and 16) with sodium azide to the diazido compounds 15 and 17, followed by reduction, afforded the aminocyclitols 6 and 7.

ChemInform Abstract: Ring-Opening Reactions of Difluoro(methylene)cyclopropanes with Halogens and Amines.

ChemInform ◽  
2009 ◽  
Vol 40 (12) ◽  
Author(s):  
Xiao-Chun Hang ◽  
Qing-Yun Chen ◽  
Ji-Chang Xiao
Keyword(s):  
Ring Opening ◽  
Ring Opening Reactions

Substituent Effects in Mechanochemical Allowed and Forbidden Cyclobutene Ring-Opening Reactions

2021 ◽  
Author(s):  
Cameron L. Brown ◽  
Brandon H. Bowser ◽  
Jan Meisner ◽  
Tatiana B. Kouznetsova ◽  
Stefan Seritan ◽  
...  
Keyword(s):  
Ring Opening ◽  
Substituent Effects ◽  
Ring Opening Reactions

ChemInform Abstract: Discovery of μ-Opioid Selective Ligands Derived from 1-Aminotetralin Scaffolds Made via Metal-Catalyzed Ring-Opening Reactions.

ChemInform ◽  
2009 ◽  
Vol 40 (29) ◽  
Author(s):  
Chris Dockendorff ◽  
Shujuan Jin ◽  
Madeline Olsen ◽  
Mark Lautens ◽  
Martin Coupal ◽  
...  
Keyword(s):  
Ring Opening ◽  
Ring Opening Reactions ◽  
Selective Ligands ◽  
Metal Catalyzed

scholarly journals Stereoselective Synthesis of Tetraalkyl Cyclobutene-1,2,3,4-tetracarboxylates. Synthesis of Tetraalkyl (Z,Z)-Buta-1,3-diene-1,2,3,4-tetracarboxylates

1999 ◽  
Vol 23 (8) ◽  
pp. 512-513
Author(s):  
Issa Yavari ◽  
Farahnaz Nourmohammadian
Keyword(s):  
Ring Opening ◽  
Wittig Reaction ◽  
Stereoselective Synthesis ◽  
Intramolecular Wittig Reaction ◽  
Ring Opening Reactions ◽  
Boiling Toluene

Tetraalkyl cyclobutene-1,2,3,4-tetracarboxylates, prepared by intramolecular Wittig reaction between a vinylphosphonium salt and diethyl 2-oxobutanedioate, undergo electrocyclic ring-opening reactions, in boiling toluene, to produce highly electron-deficient 1,3-dienes.

Thiophene ring-opening reactions. Direct access to the synthesis of 1,3,4-thiadiazoline-(condenced) pyridone hybrids

Tetrahedron ◽  
2021 ◽  
pp. 131957
Author(s):  
Mohammed M. Abadleh ◽  
Ahmad H. Abdullah ◽  
Firas F. Awwadi ◽  
Mustafa M. El-Abadelah
Keyword(s):  
Ring Opening ◽  
Thiophene Ring ◽  
Direct Access ◽  
Ring Opening Reactions

Photochemical ring-opening reactions of oxirane with the Ehrenfest force topology

2021 ◽  
Vol 769 ◽  
pp. 138432
Author(s):  
Xing Nie ◽  
Michael Filatov ◽  
Steven R. Kirk ◽  
Samantha Jenkins
Keyword(s):  
Ring Opening ◽  
Ring Opening Reactions

Recent Advances in Transition Metal Catalyzed C-H Functionalization Reactions Involving Aza/Oxabicyclic Alkenes

Synthesis ◽  
2021 ◽  
Author(s):  
Masilamani Jeganmohan ◽  
Pinki Sihag
Keyword(s):  
Transition Metal ◽  
Metal Complexes ◽  
Transition Metal Complexes ◽  
Ring Opening ◽  
Bond Activation ◽  
Considerable Progress ◽  
Double Bonds ◽  
Facial Selectivity ◽  
Ring Opening Reactions ◽  
Metal Catalyzed

Bicyclic alkenes, including Oxa- and azabicyclic alkenes can be readily activated by using transition-metal complexes with facial selectivity, because of the intrinsic angle strain on carbon-carbon double bonds of these unsymmetrical bicyclic systems. During last decades considerable progress has been done in the area of ring-opening of bicyclic strained ring by employing the concept of C-H activation. This Review comprehensively compiles the various C-H bond activation assisted reactions of oxa- and azabicyclic alkenes, viz., ring-opening reactions, hydroarylation as well as annulation reactions.

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