122599-23-9

Upstream product

• 209069-35-2 (2E)-1-phenyl-2-hexen-1-ol 
• 14371-10-9 (E)-3-phenylpropenal 
• 106-94-5 propyl bromide 
• 536-74-3 phenylacetylene 
• 71-36-3 butan-1-ol 
• 140-10-3 (E)-3-phenylacrylic acid 
• 927-77-5 n-propylmagnesium bromide 

Downstream Products

• 31080-73-6 1-(3-phenyl-oxiranyl)-butan-1-ol 
• 122673-28-3 (S)-1-((2S,3S)-3-Phenyl-oxiranyl)-butan-1-ol 
• 122599-32-0 acetic acid (R)-1-((E)-styryl)butyl ester 
• 1314801-83-6 (2E)-N-hydroxy-3-(1-((E)-1-phenylhex-1-en-3-yl)-1H-1,2,3-triazol-4-yl)acrylamide 
• 1314802-22-6 (2E)-N-(4-methoxybenzyloxy)-3-(1-((E)-1-phenylhex-1-en-3-yl)-1H-1,2,3-triazol-4-yl)acrylamide 
• 1314802-06-6 (E)-(3-azidohex-1-en-1-yl)-benzene 
• 122599-30-8 (R)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (S)-1-((2R,3R)-3-phenyl-oxiranyl)-butyl ester 
• 122673-26-1 (R)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (S)-1-((2S,3S)-3-phenyl-oxiranyl)-butyl ester 
• 122673-25-0 (R)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (R)-1-((2S,3S)-3-phenyl-oxiranyl)-butyl ester 
• 122599-26-2 Butyric acid 1-(3-phenyl-oxiranyl)-butyl ester 
• 122599-26-2 Butyric acid 1-(3-phenyl-oxiranyl)-butyl ester 
• 31080-73-6 (R)-1-((2S,3S)-3-Phenyl-oxiranyl)-butan-1-ol 
• 31080-73-6 (S)-1-((2R,3R)-3-Phenyl-oxiranyl)-butan-1-ol 
• 31080-73-6 (R)-1-((2R,3R)-3-Phenyl-oxiranyl)-butan-1-ol 

Relevant academic research and scientific papers

Molybdenum-catalyzed diastereoselective anti-dihydroxylation of secondary allylic alcohols

In this protocol, we report a Mo-catalyzed anti-dihydroxylation of secondary allylic alcohols, providing a general method for the preparation of 1,2,3-triols bearing up to three continuous stereocenters with excellent diastereocontrol. The mechanistic studies reveal that this dihydroxylation reaction consists of two steps and up to excellent diastereomeric ratios of the final triol products can be achieved due to the high level of both diastereocontrol in the initial epoxidation and regiocontrol in the following hydrolysis in situ.

Silver-catalyzed decarboxylative C(sp2)-C(sp3) coupling reactions: Via a radical mechanism

A silver catalyzed decarboxylative C(sp2)-C(sp3) coupling of vinylic carboxylic acids with alcohols, alkylbenzenes, cycloalkanes and cyclic ethers was developed by using DTBP as an oxidant. This reaction tolerates a wide range of substrates, and products are obtained in good to excellent yields. The reaction also shows good stereoselectivity, and only trans-isomers are obtained. In addition, a radical pathway would be involved to facilitate this decarboxylative C(sp2)-C(sp3) coupling reaction.

Structure-based optimization of click-based histone deacetylase inhibitors

Previously, we reported a click-chemistry based approach to the synthesis of a novel class of histone deacetylase (HDAC) inhibitors [1]. The lead compound NSC746457 was found to be as potent as SAHA (Vorinostat). Further optimization of NSC746457 by using

Free-radical-initiated coupling reaction of alcohols and alkynes: Not co but C-C bond formation

This work demonstrates an efficient method to prepare allylic alcohols via direct C-C bond formation using electron-rich alkynes and aliphatic alcohols initiated by tert-butyl hydroperoxide.

Chemoenzymatic total synthesis of the phytotoxic lactone herbarumin III

Asymmetric total synthesis of phytotoxic nonenolide herbarumin III was accomplished by a chemoenzymatic approach. The main highlight of the synthesis was to fix the hydroxyl stereocenters (C7 and C9) by lipase catalyzed irreversible transesterification.

Ruthenium-catalyzed isomerization of homoallylic alcohols in water

Through the catalysis of RuCl2(PPh3)3, the functional groups of homoallylic alcohols are repositioned to give allylic alcohols with controlled regioselectivity. The reaction proceeds most efficiently in an aqueous media. The selectivity in product formation is affected by the reaction temperature and the amount of the catalyst being used. A higher reaction temperature and the use of a smaller amount of the catalyst are preferable for the formation of allylic alcohols. The reaction process was postulated as a tandem olefin migration-allylic rearrangement. Under the same reaction conditions, the functional groups of allylic alcohols undergo allylic rearrangements.

ENANTIOSELECTIVE LIPASE-CATALYSED HYDROLYSIS OF ESTERS OF EPOXY SECONDARY ALCOHOLS: AN ALTERNATIVE TO SHARPLESS OXIDATION

The enantioselectivity and yield of lipase-catalysed hydrolyses of epoxy butanoates (4) depends on R.Sharpless oxidation of the secondary allylic alcohol (8, R2=Pr) established that in the lipase-catalysed hydrolysis of (4, R2=Pr) th