2010
DOI: 10.1039/b9nj00768g
|View full text |Cite
|
Sign up to set email alerts
|

Toward preparative resolution of chiral alcohols by an organic chemical method

Abstract: Asymmetric alcohols were resolved as 1-a-O-alkyl-2,3-unsaturated hexosides. After separation of diastereoisomers, the auxiliary and the enantiomeric alcohol were recovered by transglycosidation. Potential applications include resolution of labile secondary and tertiary alcohols, difficult by existing techniques, and enhancement of ees of chiral alcohols produced enzymatically or by synthetic catalytic methods.

Help me understand this report

Search citation statements

Order By: Relevance

Paper Sections

Select...
1
1

Citation Types

0
2
0

Year Published

2010
2010
2023
2023

Publication Types

Select...
3

Relationship

1
2

Authors

Journals

citations
Cited by 3 publications
(2 citation statements)
references
References 47 publications
(5 reference statements)
0
2
0
Order By: Relevance
“…Alcohols are crucial building blocks for the manufacturing of agrochemicals, flavor and fragrance compounds, and pharmaceutical drugs, especially chiral alcohols in their optically pure form. Typical methods to prepare them enantioselectively typically require the use of expensive, complicated chiral catalysts or transition metals, which can be toxic. Biocatalytic approaches are considered an effective and green alternative due to their mild reaction conditions and remarkable enantioselectivity. A recent review by Chen and de Souza highlighted the recent developments in the field .…”
Section: Chromo- and Fluorogenic Probes For Alcoholsmentioning
confidence: 99%
“…Alcohols are crucial building blocks for the manufacturing of agrochemicals, flavor and fragrance compounds, and pharmaceutical drugs, especially chiral alcohols in their optically pure form. Typical methods to prepare them enantioselectively typically require the use of expensive, complicated chiral catalysts or transition metals, which can be toxic. Biocatalytic approaches are considered an effective and green alternative due to their mild reaction conditions and remarkable enantioselectivity. A recent review by Chen and de Souza highlighted the recent developments in the field .…”
Section: Chromo- and Fluorogenic Probes For Alcoholsmentioning
confidence: 99%
“…This has green chemistry principles as a prime driver, since this approach will deliver tuned selectivity, high yields, and recyclable versions Girard's reagents. 11 Herein, we describe the synthesis of a systematic library of ionic liquids which function as Girard's reagents (see Scheme 1). In order to achieve a versatile synthetic approach combined with relatively cheap and available reagents, the work described has focused on replacements for Girard's-T. Of course, it would be possible and straightforward to create a library of Girard's-P analogues (and indeed for potential reagents based on any other N-heterocycles), but here we have confined ourselves to demonstrating proof-of-principle, reagent versatility, and some unpredicted and fascinating properties of this class of reagent.…”
Section: Introductionmentioning
confidence: 99%