Biocatalytic Approaches to the Henry (Nitroaldol) Reaction

Typeset version

 

TY  - JOUR
  - Milner, SE,Moody, TS,Maguire, AR
  - 2012
  - January
  - European Journal of Organic Chemistry
  - Biocatalytic Approaches to the Henry (Nitroaldol) Reaction
  - Validated
  - ()
  - Enzyme catalysis Biocatalysis C-C coupling Nitroaldol reaction Nitro alcohols CATALYZED KINETIC RESOLUTION HYDROXYNITRILE LYASE HEVEA-BRASILIENSIS ASYMMETRIC-SYNTHESIS ENZYMATIC-SYNTHESIS SYNTHETIC APPROACH LIPASE ALCOHOLS DERIVATIVES ANALOGS
  - 3059
  - 3067
  - Enantiopure beta-nitro alcohols are key chiral building blocks for the synthesis of bioactive pharmaceutical ingredients. The preparation of these target compounds in optically pure form has been the focus of much research and there has been an emergence of biocatalytic protocols in the past decade. For the first time, these biotransformations are the focus of this review. Herein, we describe two principal biocatalytic approaches to the Henry (nitroaldol) reaction. The first method is a direct enzyme-catalysed carboncarbon bond formation resulting in either an enantio-enriched or enantiopure beta-nitro alcohol. The second approach describes the Henry reaction without stereocontrol followed by a biocatalytic resolution to yield the enantiopure beta-nitro alcohol.
  - DOI 10.1002/ejoc.201101840
DA  - 2012/01
ER  - 
@article{V160956541,
   = {Milner,  SE and Moody,  TS and Maguire,  AR },
   = {2012},
   = {January},
   = {European Journal of Organic Chemistry},
   = {Biocatalytic Approaches to the Henry (Nitroaldol) Reaction},
   = {Validated},
   = {()},
   = {Enzyme catalysis Biocatalysis C-C coupling Nitroaldol reaction Nitro alcohols CATALYZED KINETIC RESOLUTION HYDROXYNITRILE LYASE HEVEA-BRASILIENSIS ASYMMETRIC-SYNTHESIS ENZYMATIC-SYNTHESIS SYNTHETIC APPROACH LIPASE ALCOHOLS DERIVATIVES ANALOGS},
  pages = {3059--3067},
   = {{Enantiopure beta-nitro alcohols are key chiral building blocks for the synthesis of bioactive pharmaceutical ingredients. The preparation of these target compounds in optically pure form has been the focus of much research and there has been an emergence of biocatalytic protocols in the past decade. For the first time, these biotransformations are the focus of this review. Herein, we describe two principal biocatalytic approaches to the Henry (nitroaldol) reaction. The first method is a direct enzyme-catalysed carboncarbon bond formation resulting in either an enantio-enriched or enantiopure beta-nitro alcohol. The second approach describes the Henry reaction without stereocontrol followed by a biocatalytic resolution to yield the enantiopure beta-nitro alcohol.}},
   = {DOI 10.1002/ejoc.201101840},
  source = {IRIS}
}
AUTHORSMilner, SE,Moody, TS,Maguire, AR
YEAR2012
MONTHJanuary
JOURNAL_CODEEuropean Journal of Organic Chemistry
TITLEBiocatalytic Approaches to the Henry (Nitroaldol) Reaction
STATUSValidated
TIMES_CITED()
SEARCH_KEYWORDEnzyme catalysis Biocatalysis C-C coupling Nitroaldol reaction Nitro alcohols CATALYZED KINETIC RESOLUTION HYDROXYNITRILE LYASE HEVEA-BRASILIENSIS ASYMMETRIC-SYNTHESIS ENZYMATIC-SYNTHESIS SYNTHETIC APPROACH LIPASE ALCOHOLS DERIVATIVES ANALOGS
VOLUME
ISSUE
START_PAGE3059
END_PAGE3067
ABSTRACTEnantiopure beta-nitro alcohols are key chiral building blocks for the synthesis of bioactive pharmaceutical ingredients. The preparation of these target compounds in optically pure form has been the focus of much research and there has been an emergence of biocatalytic protocols in the past decade. For the first time, these biotransformations are the focus of this review. Herein, we describe two principal biocatalytic approaches to the Henry (nitroaldol) reaction. The first method is a direct enzyme-catalysed carboncarbon bond formation resulting in either an enantio-enriched or enantiopure beta-nitro alcohol. The second approach describes the Henry reaction without stereocontrol followed by a biocatalytic resolution to yield the enantiopure beta-nitro alcohol.
PUBLISHER_LOCATION
ISBN_ISSN
EDITION
URL
DOI_LINKDOI 10.1002/ejoc.201101840
FUNDING_BODY
GRANT_DETAILS