40335-86-2

Usage

Uses

Used in Pharmaceutical Industry:
(S)-Bicyclo[2.2.2]octan-2-ol is used as a starting material for the production of various pharmaceuticals. Its unique structure allows for the creation of a wide range of organic compounds, making it a versatile component in the development of new medications.
Used in Fragrance Industry:
In the fragrance industry, (S)-Bicyclo[2.2.2]octan-2-ol is used as a starting material for the synthesis of various scent compounds. Its camphor-like odor and volatility contribute to the creation of unique and complex fragrances.
Used in Specialty Chemicals:
(S)-Bicyclo[2.2.2]octan-2-ol is also employed in the production of specialty chemicals, where its unique structure and properties are harnessed to create compounds with specific applications in various industries.
Used in Enantioselective Synthesis:
As a chiral building block, (S)-Bicyclo[2.2.2]octan-2-ol is used in the synthesis of enantioselective drugs and molecules. Its ability to create specific enantiomers is crucial in the development of more effective and targeted pharmaceuticals, as the different enantiomers of a drug can have significantly different effects on the body.

Upstream product

• 40335-87-3 (+)-Bicyclo<2.2.2>octyl-(2)-phthalsaeurehalbester 
• 278-84-2 2,3-epoxybicyclo<2.2.2>oct-2-ene 
• 18684-63-4 bicyclo[2.2.2]octan-2-ol 
• 2716-23-6 bicyclo[2.2.2]octan-2-one 
• 931-64-6 norbornene 
• 2716-23-6 Bicyclo<2.2.2>octan-2-one 
• 74958-54-6 (1R,2S,4R)-Bicyclo[2.2.2]oct-5-en-2-ol 
• 68069-65-8 (-)-(1R,2S)-endo-bicyclo<2.2.2>oct-5-en-2-ol 
• 145964-29-0 (S)-Bicyclo[2.2.2]oct-2-yl-trichloro-silane 
• 68908-13-4 bicyclo[2.2.2]oct-5-en-2-one 

Relevant academic research and scientific papers

A crystalline, internally-coordinated chloroborane for asymmetric hydroboration

Asymmetric hydroboration is an important method in the preparation of enantiomerically-enriched compounds that are necessary in many areas of chemistry. Here is reported the preparation of a unique chiral chloroborane-internal ether complex and its applic

Asymmetric hydrogenation of bicyclic ketones catalyzed by BINAP/IPHAN-Ru(II) complex

(Equation Presented). Hydrogenation of 3-quinuclidinone and bicyclo[2.2.2]octan-2-one with a combined catalyst system of RuCl 2[(S)-binap][(R)-iphan] and t-C4H9OK in 2-propanol afforded the chiral alcohols in 97-98% ee. 2-Diphenylmethyl-3- quinuclidinone was hydrogenated with the same catalyst to the cis alcohol with perfect diastereo-and enantioselectivity. The reaction of unsymmetrical ketones with a bicyclo[2.2.1] or-[2.2.2] skeleton gave the corresponding alcohols with high stereoselectivity.

Asymmetric Functionalization of Bicycloalkenes by Catalytic Enantioposition-Selective Hydrosilylation

Hydrosilylation of norbornene with trichlorosilane in the presence of palladium catalyst (0.01-0.1 mol percent) coordinated with (R)-MOP ligand gave a quantitative yield of exo-2-trichlorosilylnorbornane, which was oxidized with hydrogen peroxide to give (1S,2S,4R)-exo-2-norbornanol in 96percent ee.The similar hydrosilylation and oxidation of endo-5,6-dicarbomethoxy-2-norbornene, bicyclooctene, and norbornadiene gave the corresponding bicyclic alcohols of 94percent ee, 92percent ee, and 95percent ee, respectively.

Microbial Stereodifferentiating Reduction of Carbonyl Compounds; Proposed Quadrant Rule

The stereochemistry of the isomeric alcohols obtained from microbial reduction (Curvularia lunata and Rhodotorula rubra) of the racemic modification of bicyclic (5,8,23), benzobicyclic (11,14,17), and tricyclic(20) ketones with a wide variation in molecular framework has led to the formulation of a quadrant rule which provides information on the absolute configuration of the substrate ketone.