82478-17-9Relevant articles and documents
Preparation of new chiral building blocks: Highly enantioselective reduction of prochiral 1,3-cycloalkanediones possessing a methyl group and a protected hydroxymethyl group at their C2 position with Baker's yeast or CBS catalyst
Watanabe, Hideaki,Iwamoto, Mitsuhiro,Nakada, Masahisa
, p. 4652 - 4658 (2007/10/03)
Highly enantioselective reduction of five-, six-, seven-, and eight-membered prochiral 1,3-cycloalkanediones possessing a methyl group and a protected hydroxymethyl group at their C2 position with baker's yeast or CBS catalyst and a new efficient and general method for preparing the 1,3-cycloalkanediones have been developed. These baker's yeast mediated reductions were found to produce corresponding ketols with high optical purity (> 99% ee) and high yield. All of the prepared ketols and their derivatives, chiral building blocks, have been fully characterized, and their absolute configurations have been determined. These compounds would be useful for the convergent synthesis of complex natural products.
A convenient synthesis of 2-methyl-3-oxoheptane-1,7-dicarboxylic esters and amides
Elliott, Mark C.,Gist, Matthew J.,Binns, Falmai,Jones, Richard G.
, p. 2899 - 2901 (2007/10/03)
A range of simple derivatives of 2-methyl-3-oxoheptane-1,7-dicarboxylic acid have been prepared by Birch reduction/methylation of 2,6-dimethoxybenzoic acid derivatives followed by solvolysis.
Preparation of new chiral building blocks via asymmetric catalysis
Iwamoto, Mitsuhiro,Kawada, Hatsuo,Tanaka, Tomoyuki,Nakada, Masahisa
, p. 7239 - 7243 (2007/10/03)
Highly enantio- and stereoselective preparation of some new chiral building blocks with baker's yeast or the CBS catalyst is described.
The Synthesis and Selected Chemistry of 6-Alkyl-6-carbalkoxy- and 6-Alkyl-6-(aminocarbonyl)-2,4-cyclohexadien-1-ones and Cyclohexadienone Ketals
Schultz, Arthur G.,Dittami, James P.,Lavieri, Frank P.,Salowey, Christina,Sundararaman, Padmanabhan,Szymula, Mary Beth
, p. 4429 - 4440 (2007/10/02)
The preparation of several 6-alkyl-6-carbalkoxy-2,4-cyclohexadien-1-ones and corresponding C(1) ketals is described.Birch reduction-alkylation of methyl 2-methoxybenzoates gives 6-alkyl-6-carbomethoxy-1-methoxy-1,4-cyclohexadienes 4a-e and 5a-d, and these
REDUCTIVE ALKYLATION OF 2-METHOXYBENZOIC ACID DERIVATIVES
Hook, James M.,Mander, Lewis N.,Woolias, Michael
, p. 1095 - 1098 (2007/10/02)
Metal-ammonia reduction followed by in situ alkylation of 2-methoxybenzoic acids often results in substantial loss of the methoxy substituent; reduction of the carboxylate salts or esters, however, supresses this side reaction and good to excellent yields
