Synthesis of fluorinated δ-lactams via cycloisomerization of gem-difluoropropargyl amides

• Satoru Arimitsu and
• Gerald B. Hammond

Beilstein J. Org. Chem. 2010, 6, No. 48, doi:10.3762/bjoc.6.48

• difluorodihydropyridinones via a ring-closing metathesis reaction, and of 4,4-difluoro-3-oxoisoquinolines through a ring-closing metathesis–enyne metathesis tandem reaction. These products, in turn, undergo a Diels–Alder reaction to yield heterotricyclic systems in moderate to good yields. Keywords: bicyclic lactams

• compounds 8 (Table 4). After 4-substituted aryl alkenes gave the desired product 9 in moderate yields with excellent selectivity (E-major) (entries 3 and 4, Table 4), it then became clear that steric hindrance and the electronic deficiency of alkenes 8 decrease the efficiency of the tandem reaction; the non

• . Screening reaction conditions for the enyne metathesis of 1a. Metathesis reaction of fluorinated 1,7-enyne carbonyl compounds. Screening of CM–EYM tandem reaction. CM–EYM tandem reaction with fluorinated 1,7-enyne 1a and alkene 8. Supporting Information Supporting Information File 82: Synthesis of

Mitomycins syntheses: a recent update

• Jean-Christophe Andrez

Beilstein J. Org. Chem. 2009, 5, No. 33, doi:10.3762/bjoc.5.33

• deemed insufficient to pursue further synthetic study. However, the idea of a tandem reaction opened the door to more innovative and fascinating syntheses. 3.5. Danishefsky. One pot N–C9a, N–C3 formation In the early 1980’s the Danishefsky group envisioned the possibility of the diastereoselective

Combining two-directional synthesis and tandem reactions, part 11: second generation syntheses of (±)-hippodamine and (±)-epi-hippodamine

• Annabella F. Newton,
• Martin Rejzek,
• Marie-Lyne Alcaraz and
• Robert A. Stockman

Beilstein J. Org. Chem. 2008, 4, No. 4, doi:10.1186/1860-5397-4-4

• axial C-5 methyl group. Both hippodamine (1) [5][6][7] and epi-hippodamine (2) [8] have been synthesized previously, and we reported syntheses of these two compounds using a two-directional synthesis / tandem, reaction approach in 2005 [9]. Scheme 1 details the key aspects to our earlier work [10

• quinolizidine core of hippodamine in a single step from a symmetrical keto-diester linear precursor. This new tandem reaction also reduces the number of steps for the synthesis of hippodamine to seven, and also removes any protecting group chemistry from the synthetic sequence and reduces waste whilst equalling

• the yield of the previous approach. Structures of Coccinellid Alkaloids (N-Oxides and their names in brackets). Summary of our previous syntheses of hippodamine (1) and epi-hippodamine (2). Improved synthesis of tandem reaction precursor 6. Tandem reductive amination / double intramolecular Michael