- Journal
- ORGANIC LETTERS
- Année
- 2009
- Volume
- 11
- Numéro
- 4
- Pages
- 935-938
- Mois
- FEB 19
- DOI
- 10.1021/ol8029142
Abstract
The preparation of the C1-C11 subunit of phoslactomycins, and a formal synthesis of phoslactomycin B, were achieved by a convergent strategy involving the chelation-controlled addition of an alkynyl Grignard reagent to an alpha-alkoxy ketone. Catalytic enantioselective reductions of acetylenic ketones and a [2,3]-Wittig rearrangement were utilized as key steps to control the configuration of the C4, C5, and C9 stereocenters.