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3.74 (s, 3H), 2.82 (brs, 1H); 13C NMR (126 MHz, CDCl3): d = 170.62,
168.88, 140.79 (d, JC,P =25.3 Hz), 136.38 (d, JC,P =18.9 Hz), 136.31 (d,
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(S)-Methyl 2-(2-diphenylphosphanophenyl)-4,5-dihydrooxazolo-4-carbox-
ylate (6): (Methoxycarbonylsulfamoyl)triethylammonium hydroxide,
inner salt (Burgessꢀs reagent, 0.703 g, 2.95 mmol, 1.2 equiv) was added to
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eluent containing 1% Et3N) gave phosphinooxazoline 6 as colorless oil
(0.401 g, 1.13 mmol, 42%). 1H NMR (500 MHz, CDCl3): d = 7.92(ddd,
J=7.5, 3.5, 1.5 Hz, 1H), 7.36–7.30 (m, 12H), 6.91 (ddd, J=7.6, 4.3,
1.0 Hz, 1H), 4.69 (dd, J=10.6, 8.2Hz, 1H), 4.38 (t, J=8.4 Hz, 1H), 4.26
(dd, J=10.5, 8.6 Hz, 1H), 3.68 (s, 3H); 13C NMR (126 MHz, CDCl3): d =
171.08, 166.45, 139.30 (d, JC,P =25.9 Hz), 137.69 (d, JC,P =11.9 Hz), 137.50
(d, JC,P =10.4 Hz), 134.28, 134.11, 134.02, 133.85, 133.67 (d, JC,P =1.9 Hz),
130.95 (d, JC,P =19.0 Hz), 130.94, 130.36 (d, JC,P =2.8 Hz), 128.74, 128.61,
128.52, 128.46, 128.41, 128.35, 128.00, 69.10, 68.45, 52.50; 31P NMR
(202 MHz, CDCl3): d
=
À4.80; EI MS: m/z: calcd for C23H20NO3P:
389.12; found: 389.0 [M]+.
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133.15, 131.73, 131.39, 131.23, 130.91, 130.24, 129.06, 128.73, 128.61,
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Acknowledgement
This work was supported by the Deutsche Forschungsgemeinschaft (SFB
623). The authors gratefully acknowledge Professor L. Gade who kindly
provided the pyrphos derivative 2b. The authors also thank Professor R.
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in performing the MALDI TOF measurements and Sandra Suhm for
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