100680-95-3

Upstream product

• 492-70-6 1,2-diphenyl-1,2-ethanediol 
• 87248-50-8 <2R,2'R-(2α,2'α,3aα,3a'α,4α,4'α,7α,7'α,7aα,7a'α)>-2,2'-Oxybis(2,3,3a,4,5,6,7,7a-octahydro-7,8,8-trimethyl-4,7-methanobenzofuran) 
• 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 
• 100680-94-2 <2R-<2α(αS^*,βR^*),3aα,4α,7α,7aα>>-β-<(Octahydro-7,8,8-trimethyl-4,7-methanobenzofuran-2-yl)oxy>-α-phenylbenzolethanol 

Downstream Products

• 5928-66-5 (R)-benzoin 

Relevant academic research and scientific papers

Chiral Lactols, V - The Synthesis of (S)-Benzoin from meso-Hydrobenzoin

An efficient synthesis of enantiomerically pure (S)-benzoin is described.In the key step, which is a selective acetal formation reaction, a compound of type 1 (e.g. -octahydro-7,8,8-trimethyl-4,7-methanobenzofuran-2-ol (1a)) reacts with the hydroxy group at the (S)-centre of meso-hydrobenzoin (2) to yield 79percent of the acetal 3a.This compound is oxidized using N-chlorosuccinimide/dimethyl sulfide to yield the ketone 4, from which enantiomerically pure 5 is obtained by treatment with acid.The selectivity observed in acetal formation is discussed.