The Reaction of Norbornylene with N-Bromosuccinimide. Nortricyclene and its Derivatives1,2
N-Bromosuccinimide (NBS) reacts with camphene, a compound whose only allyl hydrogen atom is located at a bridgehead of a bicyclic ring system, to give principally 8-bromocamphene, a vinyl bromide derivative. In order to determine the sco...
JD Roberts，ER Trumbull，W Bennett，... - 《Journal of the American Chemical Society》
THE FORMATION OF HIGHLY-STRAINED SYSTEMS BY THE INTRAMOLECULAR INSERTION OF A CYCLOPROPYLIDENE: TRICYCLO[4.1.0.02,7]-HEPTANE AND TRICYCLO[4.1.0.03,7]HEPTANE3
N-Bromosuccinimide (NBS) reacts with camphene, a compound whose only allyl hydrogen atom is located at a bridgehead of a bicyclic ring system, to give principally 8-bromocamphene, a vinyl bromide derivative. In order to determine the sco...
WR Moore，HR Ward，RF Merritt - 《Journal of the American Chemical Society》
Highly Strained Bicyclic Systems. I. The Synthesis of Some Bicyclo [2,1,1]hexanes of Known Stereochemistry1
The stereospecific synthesis of a series of 2-substituted bicyclo[2,1,1]hexanes, starting from (±)-α-pinene, is described.
J Meinwald，PG Gassman - 《Journal of the American Chemical Society》
Nucleophilic Ring-Opening Additions to 1,1-Disubstituted Cyclopropanes
Publication » Nucleophilic Ring-Opening Additions to 1,1-Disubstituted Cyclopropanes.
JM Stewart，HH Westberg - 《Journal of Organic Chemistry》
Bicyclo [2.1.1.]hexane Derivatives1
The syntheses of bicyclo[2.1.1]hexane, 1-chlorobicyclo[2.1.1]hexane and some of their derivatives are described. A convenient method of decarboxylating aliphatic acids via the decomposition of the t-butyl peresters in cymene has been dev...
KB Wiberg，BR Lowry，TH Colby - 《Journal of the American Chemical Society》
Some Reactions of 2,5-Norbornadiene (Bicyclo[2.2.1]-2,5-heptadiene)1
2,5-Norbornadiene (I) adds only one mole of bromine at -8 to -12掳 resulting in a 66% yield of dibromide which consists of about 80% 3,5-dibromonortricyclene (IV) and 20% dibromonorbornenes. Addition of hydrogen chloride or bromide to I ...
L Schmerling，JP Luvisi，RW Welch - 《Journal of the American Chemical Society》
The N.m.r. Spectra of Bicyclo [2.1.1]hexane Derivatives
The n.m.r. spectra of a number of bicyclo[2.1.1]hexane derivatives have been examined and may be interpreted consistently using one set of coupling constants.
KB Wiberg，BR Lowry，BJ Nist - 《Journal of the American Chemical Society》
Cyclopropane Chemistry VII. Acetylation of Nortricyclene1,2
Nortricyclene reacts with acetyl chloride-aluminum chloride complex to give 2-chloro-6-acetylnorbornane (IV) which readily loses hydrogen chloride to give 1-acetylnortricyclene (VI), over-all yield 40-50%. The structure of the latter was...
H Hart，RA Martin - 《Journal of Organic Chemistry》
Highly Strained Bicyclic Systems. VIII. The Nitrous Acid Deamination of 5,5-Dimethylbicyclo[2.1.1]hexyl-2β-amine
The deamination of 5,5-dimethylbicyclo[2.1.1]hexyl-2尾-amine (III) gives a 66% yield of a mixture of four isomeric alcohols, identified as IV (56%), XV (21%), XIV (14%) and XIII (9%). The structures of XIII and XIV were confirmed by inde...
Meinwald, Jerrold.，Gassman, Paul G.，Hurst, Jeffrey J. - 《Journal of the American Chemical Society》
Highly Strained Bicyclic Systems. VI. 1Reactions of 1,5,5-Trimethylbicyclo[2.1.1]-hexane-6-carboxylic Acid and the Synthesis of Bicyclo[2.1.1]hexyl Analogs of Borneol and Isoborneol 2
This work was undertaken to elucidate the stereochemistry of Homer's 1,5,5-trimethylbicyclo[2.1.1]hexane-6-carboxylic acid (II), and to develop syntheses of the highly strained, cyclobutanoid analogs (III, IV) of borneol and isoborneol (...
J Meinwald，A Lewis，PG Gassman - 《Journal of the American Chemical Society》
