10.1021/co3001296.s001
Nitin
S. Nandurkar
Nitin
S.
Nandurkar
N. N. Bhuvan Kumar
N.
N. Bhuvan Kumar
Olga A. Mukhina
Olga A.
Mukhina
Andrei G. Kutateladze
Andrei G.
Kutateladze
Photoassisted Access to
Enantiopure Conformationally
Locked Ribofuranosylamines Spiro-Linked to Oxazolidino-Diketopiperazines.
American Chemical Society
2013
Photoassisted Access
photogeneration
Enantiopure Conformationally
cycloaddition
enantiopure polyheterocycles
scaffold
access
furoyl pendants
aldehyde
aminoacetal
serine
Ribofuranosylamine
azaxylylene
conformationally
2013-01-14 00:00:00
Journal contribution
https://acs.figshare.com/articles/journal_contribution/Photoassisted_Access_to_Enantiopure_Conformationally_Locked_Ribofuranosylamines_Spiro_Linked_to_Oxazolidino_Diketopiperazines_/2452693
N-Furoylated l-threonine-, serine-, or cysteine-based
aminoacetals are coupled with <i>o</i>-aminoketones or aldehydes
to offer rapid access to diverse enantiopure polyheterocycles possessing
conformationally locked aminoglycoside-containing molecular scaffolds.
The key step involves photogeneration of azaxylylenes which undergo
[4 + 4] or [4 + 2] cycloadditions to the tethered furoyl pendants.