109613-57-2

Upstream product

• 109613-56-1 (2S,3S)-(+)-3-benzyloxy-1,4-bis(tert-butyl-dimethyl-silyloxy)butan-2-ol 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 1125-88-8 benzaldehyde dimethyl acetal 
• 84379-51-1 2-O-benzyl-L-threitol 
• 38270-72-3 dimethyl 2,3-O-benzylidene-L-tartrate 

Downstream Products

• 109636-89-7 (2S,3S)-3-Benzyloxy-1,4-bis-(tert-butyl-dimethyl-silanyloxy)-2-methyl-butan-2-ol 

Relevant academic research and scientific papers

Studies of intramolecular alkylidene carbene reactions; an approach to heterocyclic nucleoside bases

A series of investigations into the applications of intramolecular cyclisations of alkylidene carbenes are described. The insertion reaction of the carbene generated from 1,4-di(tert-butyldimethylsilyloxy)-3-benzyloxy-butane-2-one to the benzylic position

Total synthesis of (+)-colletodiol from (S,S)-tartrate and (R)-3-hydroxybutanoate

The macrodiolide antibiotic (+)-colletodiol (7, Scheme 1) was synthesised.The configuration was thus proven to be (6R,11R,12R,14R). - Key intermediates (Schemes 9 and 10) are the two hydroxy acids 43 and 64, which were prepared from dimethyl (S,S)-tartrate in 20percent overall yield (12 steps) and from (R)-3-hydroxybutanoate in 57percent overall yield (6 steps), respectively.The two hydroxy acids were cyclised to give, after deprotection, the title compound. - Our investigations led to the production of a large number of chiral building blocks, many of them in different stereoisomeric forms.