Abstract
(Equation Presented) Addition of Zn(n-Bu3Sn)2 to prochiral aldehydes affords anti-α,β-dialkoxy- and anti-α-alkoxy-β-aminostannanes in good yield (up to 77%) and excellent diastereoselectivity (up to 98% de), syn-lsomers are accessed from the initial adducts via Mitsunobu inversion/saponification. The corresponding thionocarbamates undergo mild Cu(l)-mediated cross-coupling with a variety of organic halides, inter alia, allylic, cinnamylic, propargylic, and acetylenic, with retention of configuration.
Original language | English |
---|---|
Pages (from-to) | 4759-4762 |
Number of pages | 4 |
Journal | Organic Letters |
Volume | 5 |
Issue number | 25 |
DOIs | |
State | Published - 11 Dec 2003 |