J. S. Yadav et al. / Tetrahedron: Asymmetry 18 (2007) 717–723
723
25
1H), 4.78 (m, 1H). EIMS: m/z: 154 M+ ½aꢁD ¼ ꢀ18:1 (c 0.7,
5. (a) Baldassarre, F.; Bertoni, G.; Chiappe, C.; Marioni, F. J.
Mol. Catal. B: Enzym. 2000, 11, 55–58; (b) Maczka, W. K.;
Mironowicz, A. Tetrahedron: Asymmetry 2004, 15, 1965–
1967; (c) Baskar, B.; Ganesh, S.; Lokeswari, T. S.; Chadha,
A. J. Mol. Catal. B: Enzym. 2004, 27, 13–17; (d) Caron, D.;
Coughlan, A. P.; Simard, M.; Bernier, J.; Piche, Y.; Chen-
evert, R. Biotechnol. Lett. 2005, 27, 713–716; (e) Bruni, R.;
Fantin, G.; Maietti, S.; Medici, A.; Pedrini, P.; Sacchetti, G.
Tetrahedron: Asymmetry 2006, 17, 2287–2291; (f) Blanchard,
N.; Pierrevande, W. Org. Biomol. Chem. 2006, 4, 2348–2353;
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109.
25
CHCl3). lit.13 ½aꢁD ¼ ꢀ20:0 (c 0.2 EtOH).
4.21. Isopiperitenol 21
Liquid. IR (KBr): m 3341, 2981, 1683 cmꢀ1 1H NMR
;
(300 MHz, CDCl3): d 156 (s, 3H), 1.78 (s, 3H), 2.60 (s,
OH), 2.34 (m, 1H), 4.83 (m, 1H), 5.17 (m, 1H), 5.73 (m,
25
1H). EIMS: m/z: 152 M+. ½aꢁD ¼ ꢀ41:1 (c 0.5, CHCl3).13
4.22. Isopulegol: liquid 22
IR (KBr): m 3341, 2981, 1650 cmꢀ1 1H NMR (300 MHz,
CDCl3): d 0.84 (s, 3H), 1.52 (s, 3H), 1.62 (m, 1H), 1.82
6. (a) Yadav, J. S.; Reddy, P. T.; Nanda, S.; Bhaskar Rao, A.
Tetrahedron: Asymmetry 2001, 12, 3381–3385; (b) Yadav, J.
S.; Nanda, S.; Reddy, P. T.; Bhaskar Rao, A. J. Org. Chem.
2002, 67, 3900–3903; (c) Yadav, J. S.; Nanda, S.; Reddy, P.
T.; Bhaskar Rao, A. US Patent 20040082043, 2004. ‘A novel
enzymatic process for enantioselective reduction of ketones
using Tuberous root of Daucus carota’.
(m, 1H), 2.40 (s, OH), 3.72 (s, 3H), 4.93 (m, 1H), 4.98
25
(m, 1H). EIMS m/z: 154 M+. ½aꢁD ¼ ꢀ22:1 (c 0.9, CHCl3)
25
lit.14 ½aꢁD ¼ ꢀ13:4 (c 1.0, CHCl3).
7. (a) Mohammad, A. H. A.; Nagendrappa, G. Tetrahedron
Lett. 2003, 44, 2753–2755; (b) Kajiro, H.; Mitamura, S.;
Mori, A.; Hiyama, T. Bull. Chem. Soc. Jpn. 1999, 72, 1093–
1100.
Acknowledgements
G.S.K.K. and K.V.R. thank CSIR, New Delhi, for the
award of research fellowship, A.D.K. is grateful to the
Director, IICT, Hyderabad, for the financial support.
8. (a) Didier, E.; Loubinoux, B.; Romos Tomobo, G. M.; Rish,
G. Tetrahedron 1991, 47, 4941–4958; (b) Gosh, A. K.;
Fidanze, S.; Senanayake, C. H. Synthesis 1998, 937–961.
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A. Tetrahedron: Asymmetry 1995, 6, 301–306; (b) Chartrain,
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