5009-32-5Relevant articles and documents
Asymmetric synthesis of the constitutive C22-carboxylic acid of macroviracin A
Kanojia, Seema V.,Chatterjee, Sucheta,Gamre, Sunita,Chattopadhyay, Subrata,Sharma, Anubha
, p. 1732 - 1738 (2015)
An efficient asymmetric synthesis of the C22-trihydroxy fatty acid component of macroviracin A has been developed. The key steps were highly enantioselective (i) lipase-catalyzed acylation, (ii) InCl3-(S)-BINOL mediated allylation, and (iii) asymmetric dihydroxylation (ADH) reaction. The moderate diastereoselectivity of the ADH reaction was overridden by converting the resultant diol diastereomers to the required epoxide enantiomer.
Highly productive α-alkylation of ketones with alcohols mediated by an Ir-oxalamidato/solid base catalyst system
Maeda, Hironori,Nara, Hideki,Shimizu, Hideo
supporting information, p. 2772 - 2779 (2020/12/29)
An Ir-oxalamidato complex in combination with a solid base (e.g., magnesium aluminometasilicate/Ca(OH)2) significantly improved the catalyst productivity in α-alkylation of methyl ketones with primary alcohols. Optimization through systematic variation of the oxalamidato ligand led to a practical turnover number (TON) of 10 000.40 000.
Highly efficient amphiphilic cleavage of γ-iodo carbonyl substrates with aluminum tris(2,6-diphenylphenoxide)/t-BuLi system
Kondo, Yuichiro,Kon-i, Kana,Ooi, Takashi,Maruoka, Keiji
, p. 9041 - 9044 (2007/10/03)
A conceptually new amphiphilic cleavage of the αβ C-C bonds of γ-iodo carbonyl substrates has been realized by the effective use of a combined Lewis acid/base system consisting of aluminum tris(2,6-diphenylphenoxide) (ATPH)/t-BuLi. This new amphiphilic bond cleavage reaction can be applied to a wide variety of γ-iodo carbonyl substrates and therefore serves as a highly efficient and general route to both cyclic and acyclic unsaturated carbonyl compounds.