165449-97-8

Upstream product

• 149198-05-0 (2R,5S)-5-([(1,1-dimethyl)ethyldiphenylsilyl]oxymethyl)tetrahydrofuran-2-carbonitrile 
• 688809-79-2 C₂₂H₂₈O₃Si 

Downstream Products

• 170305-53-0 (2R,5S)-2-<(Benzyloxy)methyl>-5-<(tert-butyldiphenylsiloxy)methyl>tetrahydrofuran 
• 158010-22-1 (2S,5S,2S',5R')-5-<5'-<(Benzyloxy)methyl>tetrahydrofuran-2'-yl>-1,2-O-isopropylidenepentane-1,2,5-triol 
• 158010-24-3 (2R,5S,2'S,5'R)-5-<5'-<(Benzyloxy)methyl>tetrahydrofuran-2'-yl>tetrahydrofuran-2-methanol 
• 170305-54-1 (2S,5R)-5-<(Benzyloxy)methyl>tetrahydrofuran-2-carboxaldehyde 

Relevant academic research and scientific papers

NOVEL QUINOXALINE DERIVATIVES

A quinoxalinone derivative of the formula (I): or a pharmaceutically acceptable salt or ester thereof, wherein; ???X is NH, S or the like; ???Y is O or the like; ???the partial structure is, for example, the formula: ???B1, B2, ....., Bn-1 and Bn, (in which n is 4 , 5 or 6) are each independently CH, N or the like; ???B'1, B'2, ....., B'n-1 and B'n (in which n is 4, 5 or 6) are each independently hydrogen or the like; and ???R is hydrogen, lower alkyl or the like.

Stereoselective Additions of Chiral, Functionalized Organozinc Reagents to Achiral and Chiral Aldehydes: a Matched-Mismatched Case in Organozinc Chemistry

The additions of the enantiomerically pure organozinc reagents 17 and 33 to the THF-aldehyde 1 in the presence of the monodentate Lewis acid boron trifluoride-ether give the nonchelation-controlled addition products 7 and 36, respectively (stereoselectivity 95:5, 86:14).These results provide a route to oligo(tetrahydrofuran)s with the relative stereochemistry trans-syn-cis.A stereodirecting effect of the chiral center in the organozinc reagent 17 is found, leading to simple diastereoselectivies in the reaction with achiral aldehydes and to a matched-mismatched case in the reaction with the chiral aldehyde 1. - Key Words: Addition, stereoselective, nonchelation-controlled / Reagent, organozinc / Stereodifferentiation, double / Oligo(tetrahydrofuran)