141874-44-4Relevant academic research and scientific papers
Enantiocomplementary chemoenzymatic asymmetric synthesis of (R)- And (S)-chromanemethanol
Fuchs, Michael,Simeo, Yolanda,Ueberbacher, Barbara T.,Mautner, Barbara,Netscher, Thomas,Faber, Kurt
experimental part, p. 833 - 840 (2009/07/05)
A non-lipase-based, enantiocomplementary chemoenzymatic route towards enantiopure (R)- and (S)-chromane-methanol (12), which are the key building blocks for the synthesis of stereoisomerically pure α-tocopherols, has been achieved by the biocatalytic reso
Chemoenzymatic approach to enantiomerically pure (R)-3-Hydroxy-3-methyl-4- pentenoic acid ester and its application to a formal total synthesis of taurospongin A
Fujino, Aya,Sugai, Takeshi
supporting information; scheme or table, p. 1712 - 1716 (2009/07/25)
(R)-3-Hydroxy-3-methyl-5-hexanoic acid p-methoxybenzyl ester 1b was prepared by carbonchain elongation on both termini of the starting material, (R)-3-benzyloxy-2-methylpropane-1,2-diol 2a, which was prepared by an over-expressed Bacillus subtilis epoxide hydrolase-catalyzed enantioselective hydrolysis of the racemic 1-benzyloxymethyl-1-methyloxirane 3. One of the key steps of the requisite transformation was the Rhodococcus rhodochrous NBRC 15564-mediated hydrolysis of a cyano group to a carboxyl group under neutral conditions, to exclude any racemization of the intermediate and/or product. The enantiomerically pure form of (R)-1b was applied to a new formal total synthesis of taurospongin A.
Selectivity enhancement of enantio- and stereo-complementary epoxide hydrolases and chemo-enzymatic deracemization of (±)-2-methylglycidyl benzyl ether
Simeo, Yolanda,Faber, Kurt
, p. 402 - 409 (2007/10/03)
The kinetic resolution of (±)-2-methylglycidyl benzyl ether was achieved via enantioselective biohydrolysis using microbial and plant epoxide hydrolases. Depending on the type of enzyme, opposite enantiopreference and stereo-complementary mode of action (
An alternative approach to (S)- and (R)-2-methylglycidol O-benzyl ether derivatives
Avenoza, Alberto,Cativiela, Carlos,Peregrina, Jesus M.,Sucunza, David,Zurbano, Maria M.
, p. 1383 - 1388 (2007/10/03)
This report describes the gram scale synthesis of (S)- and (R)-2,2,4-trimethyl-4-(hydroxymethyl)-1,3-dioxolanes using the Sharpless asymmetric dihydroxylation (AD) of the Weinreb amide of 2-methyl-2-propenoic acid. The 2-methylglycerol acetonides resultan
Preparation of C-4 alkylated dideoxyribosides: Potential precursors to a novel series of nucleosides
Lipshurtz,Sharma,Dimock,Behling
, p. 191 - 195 (2007/10/02)
Methallyl alcohol can be converted in five simple operations (alkylation, epoxidation, alkynyl-coupling, hydroboration/oxidation, cyclization) to C-5 protected, chiral, non-racemic dideoxyribosides containing an alkyl appendage at the C-4 site.
