Reactions of the Limonene 1,2-Oxides. I. The Stereospecific Reactions of the (+)-cis- and (+)-trans-Limonene 1,2-Oxides

1966 ◽  
Vol 31 (6) ◽  
pp. 1937-1944 ◽  
Author(s):  
E. Earl Royals ◽  
John C. Leffingwell



1965 ◽  
Vol 4 (12) ◽  
pp. 1832-1834 ◽  
Author(s):  
Joseph F. Remar ◽  
David E. Pennington ◽  
Albert Haim


1977 ◽  
Vol 30 (10) ◽  
pp. 2205 ◽  
Author(s):  
BV Lap ◽  
LR Williams

Stereospecific reactions of epimeric 3-amino-6-methylchroman-4-ols (1 and 2; R = Me) have provided chemical evidence for their configuration and have led us to reverse the configurations that we had assigned previously to the 6-bromo analogues on the basis of N.M.R. data. ��� The 2-chloro-N-(4-hydroxy-6-methylchroman-3-yl)acetamides (3) and (4) were treated with potassium hydroxide in ethanol in an attempt to effect ring closure. The cis-chloroacetamide (4) gave a cyclic amide (5) while the trans-chloroacetamide (3) reacted with solvent to form the trans-3-ethoxyacetamidochroman-4-ol (6). ��� The configurations of the amino alcohols were confirmed by a study of their reactions with nitrous acid where deamination of the cis-amino alcohol gave the chroman-4-one (9) while the trans-amino alcohol gave a trans-diol (10) by an epoxide intermediate.



1979 ◽  
Vol 32 (3) ◽  
pp. 619 ◽  
Author(s):  
BV Lap ◽  
LR Williams ◽  
CH Lim ◽  
AJ Jones

cis- and trans-4-Aminochroman-3-ols have been prepared and their configurations have been established by stereospecific reactions. The configurations of the cis and trans isomers of both 4-amino-chroman-3-ols and 3-aminochroman-4-ols were confirmed by analysis and iterative refinement of the 270-MHz proton N.M.R. spectra.



Planta Medica ◽  
2008 ◽  
Vol 74 (03) ◽  
Author(s):  
R Silva ◽  
J Saraiva ◽  
S Albuquerque ◽  
C Curti ◽  
PM Donate ◽  
...  


2013 ◽  
pp. 1-1
Author(s):  
Kim Jonas ◽  
Adolfo Rivero Muller ◽  
Yen Yin Chou ◽  
Tae Ji ◽  
Aylin Hanyaloglu




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