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

作者：Kulshrestha Aman; Marzijarani Nastaran Salehi; Ashtekar Kumar Dilip; Staples Richard; Borhan Babak^*

来源：Organic Letters, 2012, 14(14): 3592-3595.

DOI：10.1021/ol301204w

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.

• 出版日期2012-7-20