Journal
ACS COMBINATORIAL SCIENCE
Volume 15, Issue 1, Pages 73-76Publisher
AMER CHEMICAL SOC
DOI: 10.1021/co3001296
Keywords
conformationally locked ribofuranosylamines; enantiopure polyheterocycles; molecular scaffolds; photogeneration of azaxylylenes; [4+2] and [4+4] photocycloadditions
Funding
- NIH [GM-093930]
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N-Furoylated L-threonine-, serine-, or cysteine-based aminoacetals are coupled with o-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.
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