Synthesis of (R)-3-((4-methoxybenzyl)oxy)butanal

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Abstract:

The key intermediate, (R)-3-((4-methoxybenzyl)oxy)butanal, of total synthesis of tarchonanthuslactone (1) was reported, Which started from commercially available (R)-methyl 3-hydroxybutanoate.

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Periodical:

Advanced Materials Research (Volumes 881-883)

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434-437

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January 2014

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© 2014 Trans Tech Publications Ltd. All Rights Reserved

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[1] Drewes, S. E.; Schlapelo, B. M.; Horn, M. M.; Scott-Shaw, R.; Sandor, O. Phytochemistry 1995, 38, 1427.

Google Scholar

[2] (a) Hunter, T. J.; O'Doherty, G. A. Org. Lett. 2001, 3, 2777; (b) Jorgensen, K. B.; Suenaga, T.; Nakata, T. Tetrahedron Lett. 1999, 40, 8855; (c) Ghosh, A. K.; Bilcer, G. Tetrahedron Lett. 2000, 41, 1003; (d) Reddy, M. V. R.; Rearick, J. P.; Hoch, N.; Ramachandran, P. V. Org. Lett. 2001, 3, 19; (e) Smith, A. B.; Brandt, B. M. Org. Lett. 2001, 3, 1685.

DOI: 10.1021/ol006583z

Google Scholar

[3] Bohlmann, F.; Suwita, A. Phytochemistry 1979, 18, 677.

Google Scholar

[4] T. Nakata, N. Hata, K. Iida, and T. Qishi, Tetrahedron Lett., 1987, 28, 5661.

Google Scholar

[5] (a) Scott, M.S.; Luckhurst, C.A.; Dixon, D. J. Org. Lett. 2005, 7, 5813; (b) Sabitha, G.; Sudhakar, K.; Reddy, N. M.; Rajkumar, N.; Yadav, J. S. Tetrahedron Lett. 2005, 46, 6567; (c) Baktharaman, S.; Selvakumar, S.; Singh, V. K. Tetrahedron Lett. 2005, 46, 7527; (d) Gupta, P.; Naidu, V.; Kumar, P. Tetrahedron Lett. 2005, 46, 6571; (e) Enders, D.; Steinbusch,D. Eur.J. Org. Chem. 2003, 4450; (f) Garaas S.D.; Hunter T.J.; O'Doherty, G. A. J. Org. Chem. 2002, 67, 2682; (g) Reddy, M.V.R.; Yucel, A.J.; Ramachandran, P.V. J. Org. Chem. 2001, 66, 2512; (h) Solladie, G.; Gressot-Kempf, L. Tetrahedron: Asymmetry 1996, 7, 2371; (i) Mori, Y.; Kageyama, H.; Suzuki, M. Chem. Pharm. Bull. 1990, 38, 2574; (j) Mori, Y.; Suzuki, M. J. Chem. Soc., Perkin Trans. 1 1990, 1809; (k) Nakata, T.; Hata, N.; Iida, K.; Oishi, T. Tetrahedron Lett. 1987, 28, 5661.

Google Scholar