113775-64-7

Upstream product

• 492-70-6 1,2-diphenyl-1,2-ethanediol 
• 81925-09-9 <2S-(2α,3aα,4α,7α,7aα)>-2,3,3a,4,5,6,7,7a-Octahydro-7,8,8-trimethyl-4,7-methanobenzofuran-2-ol 
• 655-48-1 DL-1,2-diphenylethane-1,2-diol 
• 108031-76-1 <2R-(2α,3aα,4β,7β,7aα)>-Octahydro-7,8,8-trimethyl-4,7-methanobenzofuran-2-ol 
• 81969-33-7 (3aR-(3aα,4β,7β,7aα))-3a,4,5,6,7,7a-Hexahydro-7,8,8-trimethyl-4,7-methanobenzofuran-2(3H)-on 

Downstream Products

• 492-70-6 *,R^*)>-1,2-Diphenyl-1,2-ethandiol 

Relevant academic research and scientific papers

Chiral Lactols, VII. - O,O- and O,N-Acetal Formation Using the Enantiomerically Pure exo Anellated Octahydro-7,8,8-trimethyl-4,7-methanobenzofuran-2-ol Protective Group

The enantiomerically pure lactol 3a exhibits anomeric selectivity when treated with hydroxy compounds.Enantiomer-selectivity of acetal formation appears upon reaction with compounds of type 2.Conformational analysis is carried out with respect to the determination of the absolute configuration of compounds of type 2.Compound 3a reacts selectively with secondary amines to yield O,N-acetals, whereas primary amines yield mixtures of anomers.According to X-ray analysis, the O,N-acetal hydrochloride 8f*HCl does not show any sign of the existance of a reverse anomeric effect.

Enantiomer-selektive Acetal-Bildung, ein Verfahren zur Reinherstellung bzw. Anreicherung von Enantiomeren

The enantiomeric selectivity of (3aS)-2α-hydroxy-7,8,8-trimethyloctahydro-4,7-methanobenzofuran (Mbf-OH), its O-methyl derivative (Mbf-OCH3), and its symmetrical oxide (Mbf-O-Mbf) makes possible the use of these reagents in the large-scale synthesis of the pure or enriched enantiomers of alkyl aryl carbinols without chromatographic separation of diastereoisomers.