Al technical title is built by PatSnap Al team. It summarizes the technical point description of the patent document.
A compound, enyne technology, applied in 1 field, can solve the problem of less research and achieve the effect of simple operation, high regioselectivity and high enantioselectivity
Inactive Publication Date: 2009-12-02
SHANGHAI INST OF ORGANIC CHEM CHINESE ACAD OF SCI
View PDF1 Cites 15 Cited by
Summary
Abstract
Description
Claims
Application Information
AI Technical Summary
This helps you quickly interpret patents by identifying the three key elements:
Problems solved by technology
Method used
Benefits of technology
Problems solved by technology
However, the use of alkyne-containing nucleophiles in metal-catalyzed asymmetric allyl substitution reactions is still very poorly studied.
Method used
the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more
Image
Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
Click on the blue label to locate the original text in one second.
Reading with bidirectional positioning of images and text.
Smart Image
Examples
Experimental program
Comparison scheme
Effect test
Embodiment 1
[0021] Embodiment 1: Allyl carbonate and propargyl nucleophile under metal iridium complex catalyzed the research of the base of asymmetric allylation reaction:
[0022]
[0023] Wherein, mol means mole, and base means base.
[0024]
[0025]Among them, THF is tetrahydrofuran, toluene is toluene, dioxane is dioxane, DME is dimethylethylene glycol, DCM is dichloromethane, DBU is 1,8-diazabicyclo[5,4,0] Undec-7-ene, DABCO triethylenediamine.
Embodiment 2
[0026] Embodiment 2: the research of the solvent that allyl carbonate and propargyl nucleophile take place asymmetric allylation reaction under metal iridium complex catalysis:
[0027]
[0028]
[0029] Among them, THF is tetrahydrofuran, toluene is toluene, dioxane is dioxane, DME is dimethylethylene ether, DCM is dichloromethane, and DABCO triethylenediamine.
Embodiment 3
[0030] Embodiment 3: Allyl carbonate and propargyl nucleophile under metal iridium complex catalyzed the research of the part of asymmetric allylation reaction:
[0031]
[0032]
[0033] (S, S, S a ) (S,S,R a )-L4 (S, S, S a )-L5
[0034] L1R=Ph
[0035] L2R=2-MeO-C 6 h 4
[0036] L3R=2-naphthyl
[0037]
[0038] Where Ph is phenyl, Naphthyl is naphthyl and MeO is methoxy.
the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to view more
PUM
Login to view more
Abstract
The invention provides a method for synthesizing 1,6-eneyne compounds. The method is an effective method which synthesizes the optically active 1,6-eneyne compounds with high regioselectivity and enantioselectivity by using iridium complex as a catalyst as well as allyl carbonate compounds and a propargyl nucleophilic reagent as raw materials. The method has the advantages of readily available catalyst, high catalytic activity, mild reaction temperature, wide substrate application range and high product regioselectivity and enantioselectivity.
Description
technical field [0001] The present invention relates to an asymmetric allylation reaction of allyl carbonate and propargyl nucleophile catalyzed by a metal iridium complex to prepare important 1,6-enyne compounds, which can be highly Efficient, high regio- and enantioselective synthesis of 1,6-enynes. Background technique [0002] 1,6-enyne compounds, as one of the most widely studied compounds in ring and isomerization reactions, are a very important class of synthetic intermediates. In the past few decades, chemists have reported a series of important chemical reactions using 1,6-enynes as substrates and applied them in the total synthesis of natural products. [(a) Fürstner, A.; Davies, P.W.Angew.Chem.Int.Ed.2007, 46, 3410. (b) Lee, S.I.; Chatani, N.Chem.Commun.2009, 371.] Transition metal-catalyzed Asymmetric allylic alkylation is one of the most important reactions of carbon-carbon bond formation, and plays an important role in organic synthesis [(a) Trost, B.M.D.; Van...
Claims
the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to view more
Application Information
Patent Timeline
Application Date:The date an application was filed.
Publication Date:The date a patent or application was officially published.
First Publication Date:The earliest publication date of a patent with the same application number.
Issue Date:Publication date of the patent grant document.
PCT Entry Date:The Entry date of PCT National Phase.
Estimated Expiry Date:The statutory expiry date of a patent right according to the Patent Law, and it is the longest term of protection that the patent right can achieve without the termination of the patent right due to other reasons(Term extension factor has been taken into account ).
Invalid Date:Actual expiry date is based on effective date or publication date of legal transaction data of invalid patent.
Login to view more 
Login to view more