| Literature DB >> 25714329 |
Masahiro Noji1, Toshihiro Kobayashi1, Yuria Uechi1, Asami Kikuchi1, Hisako Kondo1, Shigeo Sugiyama1, Keitaro Ishii1.
Abstract
A vanadium-binaphthylbishydroxamic acid (BBHA) complex-catalyzed asymmetric epoxidation of allylic alcohols is described. The optically active binaphthyl-based ligands BBHA 2a and 2b were synthesized from (S)-1,1'-binaphthyl-2,2'-dicarboxylic acid and N-substituted-O-trimethylsilyl (TMS)-protected hydroxylamines via a one-pot, three-step procedure. The epoxidations of 2,3,3-trisubstituted allylic alcohols using the vanadium complex of 2a were easily performed in toluene with a TBHP water solution to afford (2R)-epoxy alcohols in good to excellent enantioselectivities.Entities:
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Year: 2015 PMID： 25714329 DOI： 10.1021/acs.joc.5b00185
Source DB: PubMed Journal: J Org Chem ISSN： 0022-3263 Impact factor: 4.354