New cyclization reaction of 2-(trimethylsilylmethyl)pentadienal. Synthesis of spiro[4.5]decane ring system

Chemistry Letters

Volumn , Issue 8, 2000, Pages 962-963

  Kuroda, Chiaki ^a   Koshio, Hiroyuki ^a  

^a RIKKYO UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0034337694     PISSN: 03667022     EISSN: None     Source Type: Journal    
DOI: 10.1246/cl.2000.962     Document Type: Article

References (28)

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23. 3 was used without careful handling.
24. 3 was added to a solution of 3 at -60 °C, and the reaction mixture was slowly warmed to room temperature; See Ref. 2a.
25. 3) δ 1.20-1.40 (6H, m) 1.52-1.77 (4H, m), 1.77 (3H, dt, J = 1.3, 2.3 Hz), 2.42 (2H, quint, J = 2.3 Hz), and 7.23 (1H, tq, y = 2.3, 1.3Hz).
26. 3) δ 0.85 (9H, s), 1.00-1.11 (3H, m), 1.24-1.35 (2H, m), 1.53-1.66 (2H, m), 1.73-1.80 (2H, m), 1.77 (3H, dt, J = 1.4, 2.2 Hz), 2.39 (2H, quint, J= 2.2 Hz), and 7.23 (1H, tq, y = 2.2, 1.4Hz).
27. 3) δ 0.90 (3H, d, J = 6.5 Hz), 0.93-1.05 (2H, m), 1.21-1.28 (2H, m), 1.36-1.49 (1H, m), 1.61 (2H, br dt, J = 3.5, 13 Hz), 1.66-1.72 (2H, m), 1.77 (3H, dt, J = 1.4, 2.3 Hz), 2.39 (2H, quint, J = 2.3 Hz), and 7.23 (1H, tq, J = 2.3, 1.4 Hz).
28. D. Caine, in "Comprehensive Organic Synthesis," ed. by B. M. Trost, Pergamon Press, Oxford (1991), Vol. 3, p. 1.