145416-06-4

Basic information

• Product Name: 2-Cyclohexen-1-ol, 2-iodo-, (1R)-
• CAS NO: 145416-06-4
• Molecular Formula: C6H9IO
• Molecular Weight: 224.041
• Mol File: 145416-06-4.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: 2-Cyclohexen-1-ol, 2-iodo-, (1R)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Cyclohexen-1-ol, 2-iodo-, (1R)-(145416-06-4)
• EPA Substance Registry System: 2-Cyclohexen-1-ol, 2-iodo-, (1R)-(145416-06-4)

Safety Data

• Hazardous Substances Data: 145416-06-4(Hazardous Substances Data)

Usage

General Description

2-Cyclohexen-1-ol, 2-iodo-, (1R)- is a chemical compound with the molecular formula C6H9IO. It is a colorless to pale yellow liquid with a molecular weight of 226.04 g/mol. 2-Cyclohexen-1-ol, 2-iodo-, (1R)- is the (1R)-enantiomer of 2-iodo-2-cyclohexen-1-ol and is commonly used in organic synthesis as a reagent for constructing complex organic molecules. It is also used in the production of pharmaceuticals and agrochemicals. 2-Cyclohexen-1-ol, 2-iodo-, (1R)- is considered to be a valuable building block in organic chemistry due to its versatile reactivity and ability to participate in a wide range of chemical reactions.

Upstream product

• 930-68-7 cyclohexenone 
• 33948-36-6 2-iodocyclohex-2-en-1-one 

Downstream Products

• 1311260-00-0 C₁₄H₁₄O 
• 145343-94-8 (R)-2-iodo-2-cyclohexen-1-yl acetate 
• 521086-83-9 (S)-ethyl 4-(2-iodo-2-cyclohexen-1-yl)butanoate 
• 521086-79-3 (S)-6-cyclohexyl-1-iodo-1-cyclohexene 
• 521086-77-1 (R)-1-iodo-6-pentyl-1-cyclohexene 

Relevant articles and documents

Total Synthesis of (-)-Daphnezomines A and B

Daphnezomines A and B are structurally unusual Daphniphyllum alkaloids that contain a unique aza-adamantane core skeleton. Herein, a modular approach to these alkaloids is presented that exploits a diverse array of reaction strategies. Commencing from a chiral pool terpene-(S)-carvone, the azabicyclo[3.3.1]nonane backbone, which occurs widely in Daphniphyllum alkaloids, was easily accessed through a Sharpless allylic amination and a palladium-catalyzed oxidative cyclization. A protecting group enabled a stereoselective B-alkyl Suzuki-Miyaura coupling sequence and an Fe-mediated hydrogen atom transfer (HAT)-based radical cyclization were then applied to construct C6 and C8 stereocenters. A final epimer locking strategy enabled the assembly of the highly congested aza-adamantane core, thereby achieving the first total synthesis of (-)-daphnezomines A and B in 14 steps.

Stereospecificity of the Au(I)-catalyzed reaction of 1-alkynyl-bicyclo[4.1. 0]-heptan-2-ones with nucleophiles

The stereospecificity of the Au(I)-catalyzed reaction of 1-alkynyl-bicyclo[4.1.0]-heptan-2-ones with nucleophiles was investigated. The substrates were prepared in non-racemic form (up to 88% ee) through parallel kinetic resolution (CBS reduction) and reo

Highly enantioselective and regioselective carbonyl reduction of cyclic α,β-unsaturated ketones using TarB-N02 and sodium borohydride

Asymmetric 1,2-reduction of α,β-unsaturated ketones using TarB-NO2 and NaBH4 Is reported. Simple cycloalkenones give products In low enantiomeric excess. However, cycloalkenones with a-substituents, such as halides, alkyl, and aryl, have been enantioselectively reduced with this system to yield chiral allylic alcohols In enantiomeric excess up to 99%. The starting materials for TarB-N02 are inexpensive, and the boronlc acid can be easily recovered In high yield by a simple acid extraction.