113775-53-4

Upstream product

• 98-85-1 1-Phenylethanol 
• 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 
• 108031-80-7 (2S,2'S-(2α,2'α,3aα,3a'α,4β,4'β,7β,7'β,7aα,7a'α))-2,2'-oxybis[octahydro-7,8,8-trimethyl-4,7-methanobenzofuran] 

Downstream Products

• 1445-91-6 (S)-1-phenylethanol 
• 81925-10-2 <2S-(2α,3aα,4α,7α,7aα)>-2,3,3a,4,5,6,7,7a-Octahydro-2-methoxy-7,8,8-trimethyl-4,7-methanobenzofuran 

Relevant academic research and scientific papers

[1,2]-Wittig rearrangement of acetals. Part 1: Investigation about structural requirements

Acetals of different alcohols with (+)-camphor derived enantiomerically pure 7,8,8-trimethyl-4,7-methanobenzofuran-2-ol were prepared and subjected to conditions favorable for a [1,2]-Wittig rearrangement. Results with regard to conversion, yield and stereochemical course depending on the structure of the starting material are discussed. (C) 2000 Elsevier Science Ltd.

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.