132524-40-4

Upstream product

• 104-53-0 3-phenyl-propionaldehyde 
• 930-68-7 cyclohexenone 

Downstream Products

• 132524-42-6 anti-2,3-Oxirano-2-(3-phenyl-1-hydroxypropyl)cyclohexan-1-one 
• 132524-42-6 syn-2,3-Oxirano-2-(3-phenyl-1-hydroxypropyl)cyclohexan-1-one 
• 132524-42-6 1-(1-hydroxy-3-phenylpropyl)-7-oxa-bicyclo[4.1.0]heptan-2-one 
• 132524-46-0 2-(3-Phenyl-1-(tert-butyldimethylsilyloxy)propyl)cyclohex-2-en-1-one 
• 132524-47-1 syn-2-(3-Phenyl-1-(tert-butyldimethylsiloxy)propyl)-2,3-oxiranocyclohexan-1-one 
• 132524-47-1 anti-2-(3-Phenyl-1-(tert-butyldimethylsiloxy)propyl)-2,3-oxiranocyclohexan-1-one 
• 132524-45-9 rel-(2R,3R)-2-Hydroxy-3-chloro-2-(3-phenyl-1(S)-hydroxypropyl)cyclohexan-1-one 

Relevant academic research and scientific papers

Chiral 2-(2-hydroxyaryl)alcohols (HAROLs) with a 1,4-diol scaffold as a new family of ligands and organocatalysts

Efficient and modular syntheses of chiral 2-(2-hydroxyaryl)alcohols (HAROLs), novel 1,4-diols carrying one phenolic and one alcohol hydroxyl group, have been developed which led to generation of a small library of structurally diverse HAROLs in enantiomerically pure form. Of the different HAROLs examined, a HAROL based on the indan backbone exhibited the highest activity and enantioselectivity in the 1,2-addition of certain organometallic compounds to aldehydes in the presence of Ti(OiPr)4 (up to 97% y, 88% ee) and performed as a hydrogen-bond donor organocatalyst in the Morita-Baylis-Hillman reaction, promoted by trialkylphosphines.

Preorganized Hydrogen Bond Donor Catalysts: Acidities and Reactivities

Measured DMSO pKa values for a series of rigid tricyclic adamantane-like triols containing 0-3 trifluoromethyl groups (i.e., 3(0)-3(3)) are reported. The three compounds with CF3 substituents are similar or more acidic than acetic ac

Enantioselective Morita-Baylis-Hillman (MBH) reaction promoted by a heterobimetallic complex with a Lewis base

A new double-activation catalysis is presented for the Morita-Baylis- Hillman (MBH) reaction of an α,β-unsaturated ketone and an aldehyde by the combined use of a heterobimetallic asymmetric complex and tributylphosphine ((n-Bu)3P) to afford th

A Highly Active and Selective Catalyst System for the Baylis-Hillman Reaction

A key role for sulfur and the potential for Nax→P intrabridgehead interactions are invoked to explain the impressive effect of the cocatalyst (shown in color) in the TiCl4-mediated Baylis-Hillman reaction [Eq. (1)]. Even sterically h

Efficient Baylis-Hillman reactions promoted by mild cooperative catalysts and their application to catalytic asymmetric synthesis

Baylis-Hillman reactions were promoted by mild cooperative catalysts of tributylphosphine with phenols such as (±)-1,1'-bi-2-naphthol (BINOL) in THF to give α-methylene-β-hydroxyalkanones in high yield. The reactions proceeded much faster in the presence

The chalcogeno-Baylis-Hillman reaction: A new preparation of allylic alcohols from aldehydes and electron-deficient alkenes

The chalcogeno-Baylis-Hillman reaction catalyzed by sulfides and selenides, the group 16 element compounds, in the presence of Lewis acids was developed. The reactions proceeded smoothly by the use of 1 equiv of TiCl4 to give the coupling products in moderate to good yields. Bischalcogenides and related compounds were investigated as a catalyst, and 1,5- diselenocyclooctane gave the best result owing to stabilization of a cationic intermediate by the transannular interaction.

Stereocontrolled syntheses of hydroxylated tricyclic systems by a new annulation of 2-cyclohexen-1-one

Tricyclic keto-diols have been synthesised by a three-step annulation procedure in which hydroxyenones, prepared by the coupling of 2-cyclohexen-1-one with aldehydes, are diastereoselectively epoxidised and the syn-epoxides cyclised with tin(IV) chloride.

Convergent, Stereocontrolled Routes to Hydroxylated Tricyclic Systems: A New Annulation of 2-Cyclohehen-1-one

Tricyclic keto diols have been synthesised by a new, three-step annulation procedure in which hydroxyenones, prepared by the coupling of 2-cyclohexen-1-one with aldehydes, are diastereoselectively epoxidised and the syn-epoxides cyclised with tin(IV) chlo