scholarly journals Studies on transfer ribonucleic acids and related compounds. XVI. Synthesis of ribooligonucleotides using a photosensitive o-nitrobenzyl protection for the 2'-hydroxyl group.

1977 ◽  
Vol 25 (5) ◽  
pp. 949-959 ◽  
Author(s):  
EIKO OHTSUKA ◽  
SHOJI TANAKA ◽  
MORIO IKEHARA
1975 ◽  
Vol 53 (21) ◽  
pp. 3175-3187 ◽  
Author(s):  
Don C. DeJongh ◽  
Denis C. K. Lin ◽  
Pierre LeClair-Lanteigne ◽  
Denis Gravel

An interesting rearrangement has been observed in the mass spectra of a series of N-benzoyl-2-hydroxyalkylamines. The hydrogen atom of the hydroxyl group is transferred to the N-benzoyl portion of the molecular ion and the bond between positions 1 and 2 in the N-alkyl group is cleaved. A rearrangement ion, observed at m/e 135, is formed along with a neutral aldehyde or ketone. When the hydroxylic hydrogen is replaced by a trimethylsilyl substituent, the latter group is transferred with comparable efficiency. Differences in the relative importance of this rearrangement in the mass spectra of a series of related compounds with decreasing substitution at position 2, have been explained by differences in the stabilities of the neutral molecules formed along with m/e 135 and by the occurrence of a double hydrogen rearrangement which competes if hydrogen atoms are present in a relationship gamma and delta to the carbonyl group.


1976 ◽  
Vol 24 (4) ◽  
pp. 570-579 ◽  
Author(s):  
EIKO OHTSUKA ◽  
KAZUO FUJIYAMA ◽  
MINORU OHASHI ◽  
MORIO IKEHARA

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