190835-53-1

Upstream product

• 14371-10-9 (E)-3-phenylpropenal 
• 54125-02-9 danishefsky's diene 
• 100-39-0 benzyl bromide 
• 135999-61-0 (S)-6-chloromethyl-5,6-dihydropyran-2-one 
• 331686-78-3 (2S,6S)-6-Isopropoxy-3,6-dihydro-2H-pyran-2-carbaldehyde 
• 331686-77-2 ((2S,6S)-6-Isopropoxy-3,6-dihydro-2H-pyran-2-yl)-methanol 
• 154026-92-3 Tert-butyl (5S)-6-chloro-5-hydroxy-3-oxohexanoate 
• 389796-42-3 (2S,6S)-2-Chloromethyl-6-isopropoxy-3,6-dihydro-2H-pyran 
• 389796-43-4 Acetic acid (2S,6S)-6-isopropoxy-3,6-dihydro-2H-pyran-2-ylmethyl ester 
• 1896-62-4 (E)-benzalacetone 

Relevant academic research and scientific papers

A novel chiral H′4-NOBIN schiff base for hetero-diels-alder reaction of danishefsky's diene with aldehydes

Novel chiral H′4-NOBIN was synthesized in 66% yield through partial hydrogenation of 2-amino-2′-hydroxy-1,1′-binaphthyl, and the structure was proved via X-ray analysis of its salicylaldehyde Schiff base, which was tested in the enantioselectiv

Highly enantioselective hetero-Diels-Alder reactions between Rawal's diene and aldehydes catalyzed by chiral dirhodium(ii) carboxamidates

The first example of a chiral Lewis acid-catalyzed enantioselective hetero-Diels-Alder (HDA) reaction between 1-dimethylamino-3-silyloxy-1,3- butadiene (Rawal's diene) and aldehydes is described. The cycloaddition reaction under the influence of 1 mol% of

Asymmetric hetero Diels-Alder reaction catalyzed by chromium complexes of heterogeneously hybridized salen/salan ligands

Various heterogeneously or homogeneously hybridized salen/salan ligands were synthesized, and study of hetero Diels-Alder reactions using their chromium complexes as catalysts revealed that a well-designed heterogeneously hybridized ligand serves as a chi

Chromium-thiophene-salen-based polymers for heterogeneous asymmetric hetero-Diels-Alder reactions

New chiral thiophene-salen ligands have been synthesized and the corresponding chromium complexes proved to be efficient catalysts for promoting asymmetric hetero-Diels-Alder reactions with good activities and high enantio-selectivities (up to 88% ee). Th

BINOlate-magnesium catalysts for enantioselective hetero-Diels-Alder reaction of Danishefsky's diene with aldehydes

An efficient catalytic enantioselective hetero-Diels-Alder reaction of Danishefsky's diene with aldehydes using the magnesium binaphthoxide system has been developed, affording a variety of 2-substituted 2,3-dihydro-4H-pyran-4-ones in high yields and with

Chiral chromium(III) porphyrins as highly enantioselective catalysts for Hetero-Diels-Alder reactions between aldehydes and dienes

Starting from enantiomerically pure 5,10,15,20-tetrakis[(1S,4R,5R,8S)-1,2, 3,4,5,6,7,8-octahydro-1,4:5,8-dimethanoanthracene-9-yl]porphyrin, treatment with CrCl2 and subsequent air oxidation afforded the corresponding Cr(III) complex, with chlo

DIANANE-CrIII-salen complexes as highly enantioselective catalysts for hetero-Diels-Alder reactions of aldehydes with dienes

A new type of chromium-salen complex bearing DIANANE (endo,endo-2,5- diaminonorbornane) as chiral backbone has been synthesized and applied to the hetero-Diels-Alder reaction of Danishefsky's diene with various aldehydes. The reactions afford the correspo

A new dirhodium(II) carboxamidate complex as a chiral Lewis acid catalyst for enantioselective hetero-Diels-Alder reactions

Excellent enantioselectivities (up to 99% ee) and turnover numbers (up to 48000) were attained in the hetero-Diels-Alder reaction of a diverse range of aldehydes and activated dienes catalyzed by [Rh2(S-bptpi) 4] (see scheme).

Chiral rare earth organophosphates as homogeneous Lewis acid catalysts for the highly enantioselective hetero-Diels-Alder reactions

Various trivalent rare earth-chiral phosphate complexes [(R)-1-RE, (R)-3-RE, and (R)-4-Ce] were prepared and evaluated as a Lewis acid catalyst for the asymmetric hetero-Diels-Alder reaction of aldehydes with the Danishefsky's diene. Some of them effectiv

Assembled Dendritic Titanium Catalysts for Enantioselective Hetero-Diels-Alder Reaction of Aldehydes with Danishefsky's Diene

A new type of dendritic 2-amino-2′-hydroxy-1,1′-binaphthyl (NOBIN)-derived Schiff-base ligands have been synthesized and applied to the titanium-catalyzed hetero-Diels-Alder reaction of Danishefsky's diene with aldehydes. These reactions afforded the corresponding 2-substituted 2,3-dihydro-4H-pyran-4-ones in quantitative yields and with excellent enantioselectivities (up to 97.2% ee). The disposition of the dendritic wedges and the dendron size in the ligands were found to have significant impact on the enantioselectivity of the reaction. The recovered dendritic catalyst could be reused without further addition of the Ti source or a carboxylic acid additive for at least three cycles, retaining similar activity and enantioselectivity. The high stability of this type of assembled dendritic titanium catalyst may be attributed to the stabilization effect of large-sized dendron units in the catalyst molecule. The other important phenomenon observed with this catalyst system is that a higher degree of asymmetric amplification has been achieved by attachment of the dendron unit to the chiral ligand, which represents a new advantage of dendrimer catalysts for asymmetric reactions using chiral ligands of lower optical purity.