scholarly journals Stereochemical Studies. VII. Thermal Rearrangement of α-Hydroxyimines to α-Aminoketones using optically Active Open Chain Compounds

1971 ◽  
Vol 19 (2) ◽  
pp. 227-246 ◽  
Author(s):  
HATSUHIKO MIZUNO ◽  
SHIRO TERASHIMA ◽  
SHUNICHI YAMADA
Keyword(s):  
Optically Active ◽  
Thermal Rearrangement ◽  
Open Chain ◽  
Chain Compounds

Thermal rearrangement of optically active tetradeuterated 2-methoxymethyl-methylenecyclopropane and the bent bond/antiperiplanar hypothesis

2019 ◽  
Vol 17 (29) ◽  
pp. 7007-7012 ◽  
Author(s):  
Ghislain Deslongchamps ◽  
Pierre Deslongchamps
Keyword(s):  
Mechanistic Model ◽  
Optically Active ◽  
Thermal Rearrangement ◽  
First Time

The bent bond/antiperiplanar hypothesis (BBAH) provides, for the first time, a mechanistic model that rationalizes methylenecyclopropane rearrangements.

Cyano esters and malononitriles. IV. Cyano(fluorenyl)acetohydrazides and fluorenylpyrazolones

1977 ◽  
Vol 30 (10) ◽  
pp. 2255 ◽  
Author(s):  
N Latif ◽  
N Mishriky ◽  
M Hammad
Keyword(s):  
Phthalic Anhydride ◽  
Sodium Borohydride ◽  
Succinic Anhydride ◽  
Reductive Cleavage ◽  
Open Chain ◽  
Chain Compounds

Cyano(fluoren-9-yl)acetohydrazides cyclize readily under acid or basic conditions to give 3-amino-4-(9-substituted fluoren-9-yl)pyrazol-5(4H)- ones (3). Upon thermolysis of the hydrazides the pyrazolones and/or dimeric products are produced.��� The cyanoacetohydrazides condense with phthalic anhydride to give the 2-(fluoren-9-yl)-N-phthalimidoacetamides(7), whereas, with succinic anhydride, the open-chain compounds (10) are obtained which upon thermolysis afford the dimeric compounds (6). The acetamides (7) undergo unusual reductive cleavage with sodium borohydride affording the fluorenylpyrazolones (3). Electronic, infrared and N.M.R. spectra of the products are discussed.

Design, iterative synthesis and structure of novel optically active trispiro-dendritic melamines incorporating ‘open-chain’ versus ‘closed-chain’ serinolic peripheral units

2015 ◽  
Vol 26 (14) ◽  
pp. 683-701 ◽  
Author(s):  
Oana Moldovan ◽  
Iulia Nagy ◽  
Pedro Lameiras ◽  
Cyril Antheaume ◽  
Carmen Sacalis ◽  
...  
Keyword(s):  
Optically Active ◽  
Open Chain ◽  
Closed Chain ◽  
Iterative Synthesis

Selective transformations mediated by main-group organometallics

2000 ◽  
Vol 72 (9) ◽  
pp. 1699-1703 ◽  
Author(s):  
Paul Knochel ◽  
Andreas Boudier ◽  
Lars O. Bromm ◽  
Eike Hupe ◽  
Jesús A. Varela ◽  
...  
Keyword(s):  
Temperature Scale ◽  
Bond Formation ◽  
Main Group ◽  
Catalytic Reactions ◽  
Thermal Rearrangement ◽  
Open Chain ◽  
Indole Synthesis

Main-group organometallics are useful intermediates for the chemoselective and diastereoselective C-C bond formation. The boron-zinc exchange is a unique way for preparing chiral secondary alkylzinc reagents which are configurationally stable over a wide temperature scale. Coupled with the thermal rearrangement of tertiary organoboranes, a broad range of open-chain and cyclic polyfunctional molecules have been prepared. In addition, several examples of a diastereoselective remote C-H activation have been studied. The second part shows that the main-group metallic alkoxides such as t-BuOK can be used for the performance of catalytic reactions such as a new indole synthesis.

Thermal rearrangement of optically active α-hydroxy-imines to α-amino-ketones

1967 ◽  
Vol 0 (20) ◽  
pp. 1058-1060
Author(s):  
Shun-ichi Yamada ◽  
Hatsuhiko Mizuno ◽  
Shiro Terashima
Keyword(s):  
Optically Active ◽  
Thermal Rearrangement
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