Titanium Chelation in Regioselective Michael Additions to Conjugated Dienones and Trienones.

Author:

Brocchini Stephen J,Lawton Richard G

Publisher

Elsevier BV

Subject

Organic Chemistry,Drug Discovery,Biochemistry

Reference21 articles.

1. Zur Kenntniss der Disulfone. VI. Ueber Sulfonalderivate ungesättigter Ketone

2. 1:m-Nitro-2(E),4(E)-pentadienophenone, mp 86–88.5°, 1H-NMR(acetone-d6) δ 5.68(d, 1 H, J=9-94Hz), 5.86(d, 1 H, J=16.83Hz), 6.71–6.81(m, 1 H), 7.32–7.49(m, 2 H), 7.86(t, 1 H), J=7.90Hz), 8.43(d. 1 H, J=7.73Hz), 8.47(d, 1 H, J=8.19Hz), 8.75(s, 1 H). 13C-NMR(acetone-d6) δ 188.5, 149.5, 146.3, 140.0, 136.4, 134.9, 131.2, 128.0, 127.8, 126.3, 123.6.

3. 2: oil, 1H-NMR(CDCl3) δ 2.48(s, 1 H), 2.64(t, 2 H), 3.15(d, 2 H), 3.68(t, 2 H), 3.81(d, 2 H), 5.57–5.69(ddd(qu), 1 H), 5.62–5.72(ddd(qu), 1 H), 7.68(t, 1 H), 8.25(d, 1 H), 8.39(d, 1 H), 8.70(s, 1 H).

4. 4: oil. 1H-NMR(CDCl3 δ 2.63–2.78(m, 2 H), 3.33(ddd, 2 H), 3.75(t, 2 H), 3.93(ddd as a q, 1 H), 5.13(dd as a t, 2 H), 5.68–5.78(ddd, 1 H), 7.68(t, 1 H, J=8.14Hz), 8.26(d 1 H, J=6.98Hz), 8.40(d, 1 H), 8.73(s, 1 H). All proton relationships identified through COSEY and NOSEY NMR study.

5. Molecular yardsticks. Synthesis of extended equilibrium transfer alkylating cross-link reagents and their use in the formation of macrocycles

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