60505-03-5Relevant academic research and scientific papers
Flexible stereoselective functionalizations of ketones through umpolung with hypervalent iodine reagents
Mizar, Pushpak,Wirth, Thomas
supporting information, p. 5993 - 5997 (2014/06/10)
The functionalization of carbonyl compounds in the α-position has gathered much attention as a synthetic route because of the wide biological importance of such products. Through polarity reversal, or "umpolung", we show here that typical nucleophiles, such as oxygen, nitrogen, and even carbon nucleophiles, can be used for addition reactions after tethering them to enol ethers. Our findings allow novel retrosynthetic planning and rapid assembly of structures previously accessible only by multistep sequences. A Nu approach: An efficient α-functionalization of ketones with a range of simple and useful nucleophiles is possible by using hypervalent iodine reagents (see scheme; Nu′ can be the Nu itself or a protected form of this nucleophile group).
Experiments towards the Synthesis of the Ergot Alkaloids and Related Structures. Part 7. Novel Syntheses of some 4-Acyl-2,3,4,4a,5,6-hexahydrobenzo[f]quinolin-2-ones
Bowman, Mark A. E.,Bowman, Ralph E.
, p. 559 - 579 (2007/10/03)
Reaction of the N-formyl-enol-lactone 4 with benzyl lithioacetate at -70 deg C to 0 deg C furnished a viscous oil containing the benzyl ester of the N-formyl-1-oxo-β-keto-acid 5. Removal of the benzyl group (PdC/H2) and extraction with aqueous sodium hydr
Rigidized oxazole dyes
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, (2008/06/13)
The quaternary salts of rigidized 1,3-oxazole compounds of the formula: STR1 where R is either H or CH3 O. The compounds are produced in a modif Robinson-Gabriel synthesis of oxazoles. These dyes are used in solution with non-interfering polar solvents, such as ethanol and H2 O, to form lasing media useful in dye lasers.
