Academic Journal

Diastereoselective Radical Hydroacylation of Alkylidenemalonates with Aliphatic Aldehydes Initiated by Photolysis of Hypervalent Iodine(III) Reagents.

التفاصيل البيبلوغرافية
العنوان: Diastereoselective Radical Hydroacylation of Alkylidenemalonates with Aliphatic Aldehydes Initiated by Photolysis of Hypervalent Iodine(III) Reagents.
المؤلفون: Selvakumar, Sermadurai1, Sakamoto, Ryu1, Maruoka, Keiji1 maruoka@kuchem.kyoto-u.ac.jp
المصدر: Chemistry - A European Journal. 5/4/2016, Vol. 22 Issue 19, p6552-6555. 4p.
مصطلحات موضوعية: *DIASTEREOISOMERISM, *STEREOSELECTIVE reactions, *ACYLATION, *ALIPHATIC compounds, *PHOTOLYSIS (Chemistry), *IODINE, *CHEMICAL reagents
مستخلص: Diastereoselective radical hydroacylation of chiral alkylidenemalonates with aliphatic aldehydes is realized by the combination of a hypervalent iodine(III) reagent and UV-light irradiation. The reaction is initiated by the photolysis of hypervalent iodine(III) reagents under mild, metal-free conditions, and is the first example of diastereoselective addition of acyl radicals to olefins to afford chiral ketones in a highly stereoselective fashion. The obtained optically active ketones are useful chiral synthons, as exemplified by the short formal synthesis of (−)-methyleneolactocin. [ABSTRACT FROM AUTHOR]
قاعدة البيانات: Academic Search Index
الوصف
تدمد:09476539
DOI:10.1002/chem.201600425