58958-05-7

Basic information

• Product Name: (R)-(+)-2-methyl-6-methylene-7-octen-4-ol
• CAS NO: 58958-05-7
• Molecular Weight: 154.252
• Mol File: 58958-05-7.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: (R)-(+)-2-methyl-6-methylene-7-octen-4-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-(+)-2-methyl-6-methylene-7-octen-4-ol(58958-05-7)
• EPA Substance Registry System: (R)-(+)-2-methyl-6-methylene-7-octen-4-ol(58958-05-7)

Safety Data

• Hazardous Substances Data: 58958-05-7(Hazardous Substances Data)

Upstream product

• 57566-86-6 (2Ξ,4R)-4-hydroxy-6-methyl-2-(phenylselanyl-methyl)-heptanal 
• 1779-49-3 Methyltriphenylphosphonium bromide 
• 1335316-66-9 4,4,5,5-tetramethyl-2-(2-methylenebut-3-enyl)-1,3,2-dioxaborolane 
• 590-86-3 isovaleraldehyde 
• 123-51-3 i-Amyl alcohol 
• 57566-87-7 (R)-5-Isobutyl-3-phenylselanylmethyl-dihydro-furan-2-one 
• 1826-67-1 vinyl magnesium bromide 
• 62961-64-2 D-(-)-diisopropyl tartrate 
• 122038-72-6 dimethoxyisoprenylborane 
• 128291-26-9 B-isoprenyldiisopinocampheylborane 
• 128291-28-1 2'-isopropenylpotassium 
• 60856-89-5 2-(R)-isobutyl-oxirane 
• 32657-89-9 1,3-butadien-2-ylmagnesium chloride 

Relevant articles and documents

ENANTIOMERIC PAIRS OF IPSENOL AND IPSDIENOL USING ASYMMETRIC ISOPRENYLBORYLATION

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Enantioselective iridium-catalyzed carbonyl isoprenylation: Via alcohol-mediated hydrogen transfer

Highly enantioselective iridium catalyzed carbonyl (2-vinyl)allylation or "isoprenylation" is achieved via hydrogen auto-transfer or 2-propanol-mediated reductive coupling from primary alcohol or aldehyde reactants, respectively. Using this method, asymmetric total syntheses of the terpenoid natural products (+)-ipsenol and (+)-ipsdienol were achieved.

Intermediates useful for the chiral isoprenylation of aldehydes

An improved process for preparing either optically pure enantiomer of the bark beetle pheromones ipsenol and ipsdienol is provided. The process is also applicable to the condensation of aldehydes of widely varying properties to the corresponding chiral alcohol. This invention also concerns novel intermediates R'2 B(2'-isoprenyl) wherein R' is isopinocampheyl, 2-isocaranyl and 4-isocaranyl.