Abstract
A concise, stereoselective synthesis of α-substituted γ-lactams is reported. γ-Lactam scaffolds 2 and 3, possessing an Evans' chiral auxiliary and two types of N substituents, were successfully alkylated with different electrophiles to give α-substituted γ-lactams with reasonable diastereoselectivities. The use of a masked carboxymethyl function off the lactam nitrogen provided a convergent means to α-substituted γ-lactam dipeptide isosteres.
| Original language | English (US) |
|---|---|
| Pages (from-to) | 2151-2154 |
| Number of pages | 4 |
| Journal | Journal of Organic Chemistry |
| Volume | 71 |
| Issue number | 5 |
| DOIs | |
| State | Published - Mar 5 2006 |