A. Procopio et al. / Tetrahedron Letters 48 (2007) 8623–8627
8627
product. The structural identification of 1a was
confirmed by comparison of its EI-MS and 1H NMR
spectral data with those of the literature reported data.
2006, 2, 1127–1129; (j) Bartoli, G.; Dalpozzo, R.; De
Nino, A.; Maiuolo, L.; Nardi, M.; Procopio, A.; Tagarelli,
A. Green Chem. 2004, 6, 191–192; (k) De Nino, A.;
Dalpozzo, R.; Maiuolo, L.; Procopio, A.; Tagarelli, A.;
Bartoli, G. Eur. J. Org. Chem. 2004, 2176–2180.
5
. (a) Anastas, P. T.; Warner, J. C. Green Chemistry, Theory
and Practice; Oxford University Press: Oxford, 1998; (b)
Clark, J.; Macquarrie, D. M. A. Handbook of Green
Chemistry & Technology; Blackwell: Oxford, 2002; (c)
Collins, T. C. Green Chemistry: Frontiers in Chemical
Synthesis and Processes; Oxford University Press: Oxford,
1998; (d) Tundo, P.; Anastas, P. T.; Black, D. StC.; Breen,
J.; Collins, T.; Memoli, S.; Miyamoto, J.; Polyakoff, M.;
Tumas, W. Pure Appl. Chem. 2000, 72, 1207–1228; (e)
Sheldon, R. A. Green Chem. 2005, 7, 267–278; (f)
Schlosser, M. Organometallics in Synthesis, A Manual;
Wiley: New York, 1996; (g) Sheldon, R. A.; van Rantwijk,
F. Aust. J. Chem. 2004, 57, 281289; (h) Schoemaker, H. E.;
Mink, D.; Wubbolts, M. G. Science 2003, 299, 1694–1697;
(i) Li, C.-J.; Chan, T.-K. Organic Reactions in Aqueous
Media; Wiley: New York, 1997; (j) Grieco, P. A. Organic
Synthesis in Water; Blackie Acad. Professional Pb: Lon-
don, 1998; (k) Li, C.-J. Chem. Rev. 1993, 93, 2023–2035; (l)
Li, C.-J.; Chen, L. Chem. Soc. Rev. 2006, 35, 68–82; (m)
Engberts, J. B. F. N.; Blandamer, M. J. Chem. Commun.
2001, 1701–1708; (n) Sinou, D. Adv. Synth. Catal. 2002,
344, 221–237; (o) Manabe, K.; Kobayashi, S. Chem. Eur.
J. 2002, 8, 4094–4101.
References and notes
1
2
. (a) Greene, T. W.; Wuts, P. G. M. Protective Groups in
Organic Synthesis, 3rd ed.; John Wiley and Sons: New
York, 1999; (b) Kocienski, P. J. Protecting Groups, 1st ed.;
George Thieme: Stuttgart, 1994.
. (a) Steel, P. G. J. Chem. Soc., Perkin Trans. 1 2001, 2727–
2
2
751; (b) Kobayashi, S.; Manabe, K. Acc. Chem. Res.
002, 35, 209–217; (c) Kobayashi, S.; Sugiura, M.;
Kitagawa, H.; Lam, W. W.-L. Chem. Rev. 2002, 102,
227–2302.
2
3
. (a) Dalpozzo, R.; De Nino, A.; Maiuolo, L.; Procopio, A.;
Tagarelli, A.; Sindona, G.; Bartoli, G. J. Org. Chem. 2002,
6
7, 9093–9095; (b) Dalpozzo, R.; De Nino, A.; Maiuolo,
L.; Nardi, M.; Procopio, A.; Tagarelli, A. Synthesis 2004,
96–498; (c) Marcantoni, E.; Nobili, F.; Bartoli, G.;
Bosco, M.; Sambri, L. J. Org. Chem. 1997, 62, 4183–4184;
d) Carrigan, M. D.; Sarapa, D.; Smith, R. C.; Wieland, L.
4
(
C.; Mohan, R. S. J. Org. Chem. 2002, 67, 1027–1030; (e)
Yan, M.-C.; Chen, Y.-N.; Wu, H.-T.; Lin, C.-C.; Chen,
C.-T.; Lin, C.-C. J. Org. Chem. 2007, 72, 299–302.
4
.
(a) Bartoli, G.; Cupone, G.; Dalpozzo, R.; De Nino, A.;
Maiuolo, L.; Marcantoni, E.; Procopio, A. Synlett 2001,
6. Strauss, C. R.; Trainor, R. W. Aust. J. Chem. 1995, 48,
1665–1692.
1
897–1900; (b) Bartoli, G.; Cupone, G.; Dalpozzo, R.; De
Nino, A.; Maiuolo, L.; Procopio, A.; Sambri, L.; Tagar-
elli, A. Tetrahedron Lett. 2002, 43, 5945–5947; (c)
Dalpozzo, R.; De Nino, A.; Maiuolo, L.; Procopio, A.;
Nardi, M.; Bartoli, G.; Romeo, R. Tetrahedron Lett. 2003,
7. Strauss, C. R. Aust. J. Chem. 1999, 52, 83–96.
8. (a) Meshram, H. M.; Sumithra, G.; Reddy, G. S.; Ganesh,
Y. S. S.; Yadav, J. S. Synth. Commun. 1999, 29, 2807–
2815; (b) Bose, D. S.; Jayalakshimi, B.; Narsaiah, A. V.
Synthesis 2000, 67–68.
4
4, 5621–5624; (d) Bartoli, G.; Bosco, M.; Dalpozzo, R.;
Macantoni, E.; Massaccesi, M.; Rivalsi, S.; Sambri, L.
Synlett 2003, 39–42; (e) De Nino, A.; Dalpozzo, R.; Nardi,
M.; Procopio, A.; Sindona, G.; Tagarelli, A. Synlett 2004,
9. (a) An, J.; Bagnell, L.; Cablewski, T.; Strauss, C. R.;
Trainor, R. W. J. Org. Chem. 1997, 62, 2505–2511; (b)
Strauss, C. R.; Trainor, R. W. Aust. J. Chem. 1998, 51,
703–706.
10. (a) Bagnell, L.; Cablewski, T.; Strauss, C. R.; Trainor, R.
W. J. Org. Chem. 1996, 61, 7355–7359; (b) Raner, K. D.;
Strauss, C. R.; Trainor, R. W.; Thorn, J. S. J. Org. Chem.
1995, 60, 2456–2460; (c) Bagnell, L.; Bliese, M.; Cablew-
ski, T.; Strauss, C. R.; Tsanaktsidis, J. T. Aust. J. Chem.
1997, 50, 921–925; (d) Kremsner, J. M.; Kappe, C. O. Eur.
J. Org. Chem. 2005, 3672–3679.
2
633–2635; (f) Procopio, A.; Dalpozzo, R.; De Nino, A.;
Maiuolo, L.; Russo, B.; Sindona, G. Adv. Synth. Catal.
004, 346, 1465–1470; (g) Procopio, A.; Dalpozzo, R.; De
2
Nino, A.; Maiuolo, L.; Nardi, M.; Russo, B. Adv. Synth.
Catal. 2005, 347, 1447–1450; (h) Procopio, A.; Dalpozzo,
R.; De Nino, A.; Maiuolo, L.; Nardi, M.; Romeo, G. Org.
Biomol. Chem. 2005, 3, 4129–4133; (i) Dalpozzo, R.; De
Nino, A.; Nardi, M.; Russo, B.; Procopio, A. Synthesis