Navigation

0 Hits

  • Previous / Next

You are using Science Of Synthesis as a Guest. Please login or sign up for a free trial to access the full content.
29.3.4.2.4 Method 4: Formation of Carbonyl Ylides

DOI: 10.1055/sos-SD-029-00127

Benneche, T.Science of Synthesis, (200729182.

1,3-Dipolar reagents are important in the syntheses of five-membered heterocylic compounds by [2+3]-cycloaddition reactions.[‌172‌] 1,3-Dipolar carbonyl ylides, e.g. 288, can be prepared by the reduction of bis(α-iodoalkyl) ethers with samariumiodine[‌175‌] or a manganeselead reducing system and trapped in [2+3]-cycloaddition reactions with unsaturated compounds, e.g. to give 289 (Scheme 131).[‌176‌,‌177‌]

Meeeee 888 Meeeeeeee eee Meeeeeee ee Meeeeeeeeeeee Meeeeeee Meeeee[‌888‌,‌888‌]

Meeeeeeeeeee Meeeeeeee

8,8-Meeeeeeeee[8.8]eeeeee (888):[‌888‌]

M eeee-eeeee eeeee eee eeeeeee eeee Me (8.8eeee), M8 (8.8eeee), eee MMM (8.8eM) ee ee eeeee eeeee, eee eee eeeeeee eee eeeeeeee eee 8e. Meeeeeeeeeeee (8.8eeee) eee (MMM8)8M (8.8eeee) eeee eeeee ee 8°M eee eee eeeeeee eee eeeeeee eee 8e ee ee. Mee. ee MeMMM8 eee eeeee eee eeeeeeeeeeee eeeeee eeee e eeeee eeeeeee, eeeee eee eeeeeeee ee eeeeee eeeeeeeeeeeeee (eeeeeee); eeeee: 88%.

References