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3,4-Dihydroxypyrrolidines via Modified Tandem Aza-Payne/Hydroamination Pathway

  作者 KULSHRESTHA AMAN; MARZIJARANI NASTARAN SALEHI; ASHTEKAR KUMAR DILIP; STAPLES RICHARD; BORHAN BABAK  
  选自 期刊  Organic Letters;  卷期  2012年14-14;  页码  3592-3595  
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[摘要]The outcome of a tandem aza-Payne/hydroamination reaction is modified via the use of a latent nucleophile. The latter initially serves as an electrophile to intercept the aziridine alkoxide and afterward turns into a nucleophile thereby performing the aziridine ring opening, out competing the intramolecular aza-Payne pathway. Subsequent hydroamination in the same pot provides N-Ts enamide carbonates, which can be easily converted into biologically significant 3,4-dihydroxylactams.

 
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