80697-40-1Relevant academic research and scientific papers
Microbiological transformations 60. Enantioconvergent baeyer-villiger oxidation via a combined whole cells and ionic exchange resin-catalysed dynamic kinetic resolution process
Gutierrez, Maria-Concepcion,Furstoss, Roland,Alphand, Veronique
, p. 1051 - 1059 (2005)
A dynamic kinetic resolution process was applied to an enantioconvergent microbial Baeyer-Villiger oxidation of benzyloxycyclopentanone, rac-1. This was achieved by combining a whole cell-based kinetic resolution and an anion exchange resin-catalysed in s
The stereodirecting effect of the glycosyl C5-carboxylate ester: Stereoselective synthesis of β-mannuronic acid alginates
Codée, Jeroen D. C.,Van Den Bos, Leendert J.,De Jong, Ana-Rae,Dinkelaar, Jasper,Lodder, Gerrit,Overkleeft, Herman S.,Van Der Marel, Gijsbert A.
supporting information; experimental part, p. 38 - 47 (2009/04/07)
(Chemical Equation Presented) Glycosylations of mannuronate ester donors proceed highly selectively to produce the 1,2-cis-linked products. We here forward a mechanistic rationale for mis counterintuitive selectivity, based on the remote stereodirecting e
Stereoselective C-glycosylation reactions of pyranoses: The conformational preference and reactions of the mannosyl cation
Lucero, Claudia G.,Woerpel
, p. 2641 - 2647 (2007/10/03)
A systematic study of C-glycosylations of acetals related to mannose and other pyranoses was conducted. The C-5 alkoxyalkyl group provides only a modest influence on stereoselectivity. On the other hand, studies of pentopyranoses bearing alkoxy groups at
Microbiological transformations. Part 51: The first example of a dynamic kinetic resolution process applied to a microbiological Baeyer-Villiger oxidation
Berezina, Nathalie,Alphand, Veronique,Furstoss, Roland
, p. 1953 - 1955 (2007/10/03)
The dynamic resolution of racemic 2-benzyloxymethylcyclopentanone 1 upon microbiologically mediated Baeyer-Villiger oxidation allowed the corresponding (R)-lactone 2 to be prepared in 85% yield and 96% ee.
A Convenient Synthesis of δ-Lactones
Barua, Nabin C.,Schmidt, Richard R.
, p. 1067 - 1070 (2007/10/02)
Direct lithiation of β-ethylthio- and β-phenylthioacrylic acid affords β-lithiopropionate equivalents.The usefulness of these reagents is demonstrated in a convenient synthesis of α,β-unsaturated δ-lactones and their transformation into the corresponding saturated δ-lactones.The required reaction with epoxides as electrophiles was promoted by addition of boron trifluoride-ether.
