129518-69-0

Basic information

• Product Name: Cyclopropanol, 2-phenyl-, (1R,2S)-
• CAS NO: 129518-69-0
• Molecular Formula: C9H10O
• Molecular Weight: 134.178
• Mol File: 129518-69-0.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: Cyclopropanol, 2-phenyl-, (1R,2S)-(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclopropanol, 2-phenyl-, (1R,2S)-(129518-69-0)
• EPA Substance Registry System: Cyclopropanol, 2-phenyl-, (1R,2S)-(129518-69-0)

Safety Data

• Hazardous Substances Data: 129518-69-0(Hazardous Substances Data)

Upstream product

• 1240492-43-6 4,4,5,5-tetramethyl-2-[(1R,2R)-2-phenylcyclopropyl]-1,3,2-dioxaborolane 
• 108-05-4 vinyl acetate 
• 186581-53-3 diazomethane 
• 6783-05-7 trans-2-phenylvinylboronic acid 
• 1240492-43-6 racemic 4,4,5,5-tetramethyl-2-((1S,2S)-2-phenylcyclopropyl)-1,3,2-dioxaborolane 
• 1240492-43-6 (+/-)-4,4,5,5-tetramethyl-2-((1S,2R)-2-phenylcyclopropyl)-1,3,2-dioxaborolane 
• 100-42-5 styrene 
• 119873-74-4 (E)-2-(phenyl)ethylenyldimethylsilanol 
• 4843-72-5 (E)-2-phenylethenyllithium 
• 1035952-86-3 1-<β-Chlor-aethoxy>-2-phenyl-cyclopropan, opt.-inakt. 
• 75-11-6 diiodomethane 

Downstream Products

• 146035-52-1 3,4,4-Triphenyl-butyraldehyde 

Relevant articles and documents

Diastereoselective Synthesis of Cyclopropyl Boronic Esters

The conversion of simple 1-alkynes to optically active 2-alkyl-cyclopropan-1-ols is conveniently achieved by a simple protocol. The key step is the cyclopropanation of alkenyl boronic esters derived from (4-)-diisopropyl L-tartrate and alkenyl boronic acids. It has been found that best yields could be obtained using diazomethane and palladium(II) acetate as catalyst. The systematic investigation of parameters influencing this reaction led to an improvement of the diastereoselectivity of the transformation.

Enantioselective synthesis of trans-aryl-and-heteroaryl-substituted cyclopropylboronates by copper (I)-catalyzed reactions of allylic phosphates with a diboron derivative

A new asymmetric route for the synthesis of trans-2-aryl- and -heteroaryl-substituted cyclopropylboronates has been developed. (Z)-3-arylallylic phosphates were converted to the optically active products with high yield and diastereo- and enantioselectivity through a copper(I)-catalyzed reaction with a diboron derivative. Under mild reaction conditions, the reaction affords the arylcyclopropane products with a functional group and a heteroaromatic group in a highly enantioselective manner. When (E)-allylic phosphates were used as substrates, a ligand-controlled product switch between the trans and cis configurations was observed.

Chirality transfer from silicon to carbon via diastereoselective Simmons-Smith cyclopropanation of chiral alkenylsilanols

Simmons-Smith cyclopropanation of a chiral alkenylsilanol with CH2I2-Et2Zn proceeds diastereoselectively to give the corresponding cyclopropylsilanol product. Chirality transfer from silicon to the alkenyl carbons of the silicon substituent is observed. The stereochemistry of the obtained cyclopropylsilanol is confirmed by converting to cyclopropanol via Tamao oxidation.