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90 (s, 3H, COOCH 3 ,
91 (s, 3H, COO- CH 3, 2H, CH 2 -CH 2 -CH 2 -CH 2dd, 1H, J=4.0Hz, J=11.6Hz, pp.4-27 ,
57 (s, 3H, COCH 332 (m, 2H, CH 2 -COOEt), 1.98-1.98 (m, 1H, CHH-CH 2 -COOEt), pp.48-254 ,
54 (s, 2H, Ph-CH 2, 2H, NCH 2 CH), p.26 ,
Ar-CH), 48.5 (q, J = 31 Hz, CH-CF 3 ) (CH 2 -CH 2 NH), pp.32-37 ,
41 (s, 3H, CH 3, 2H, J = 7.1 Hz, CH 2 -CH=CH 2 ), p.77 ,
with DLP (56mg, 0.15 eq.). Flash chromatography on silica gel with AcOEt, 84%) as a light yellow oil, along with the bicycle compound 5-50 (12mg, 6%) as white solid, pp.5-48 ,
CDCl 3 , 400 MHz) 4.73 (br s, 1H, CHH-NAc), 3.76-3, 1H, CH), 2.88-2.51 (m, 1H, CHH-NAc), p.4428 ,
CDCl 3 , 400 MHz) 7.45 (dd, J = 16, pp.4-81 ,
6 MHz) 214.2 (CS), 102.5 (d, J = 4Hz, CHCNH), 95.5 (d, J = 37Hz, pp.60-66 ,
with DLP (39mg, 1.0 eq.). Flash chromatography on silica gel with AcOEt ,
with DLP (47mg, 1.0 eq.). Flash chromatography on silica gel with Et 2 O/n-pentane = 20/80 afforded a mixture of 5-59' and 5-59, 44%) as a light yellow oil, p.253 ,
23 (s, 1H ,
Flash chromatography on silica gel with AcOEt, with DLP ((, ppm) (CDCl 3 , 400 MHz) 7.63 (d, J = 8.1 Hz s, 5H, 2 CHH-NTs + CH 3 ), 2.16 (m, 1H, CH-CHH-CH 2 ), pp.60-65 ,
48 (s, 3H, NCH 3 ), 2.87-2.71 (m, 2H, 1H, COCH 2 CHH), 1.99-1.89 (m, 1H, COCH 2 CHH), 1.41 (t, J = 7.12 Hz, 3H, CH 2 CH 3 ), pp.32-34 ,
with DLP (160mg, 1.4eq.). Flash chromatography on silica gel with AcOEt, 64%) as light yellow oil, pp.5-77 ,
35 (s, 2H ,
25 (s, 1H, CH 3, p.48 ,
8 (q, J = 281 HzAr-CH), 81.1 (C(CH 3 ) 3 ), 50.3 (q, J = 30 Hz, CH-CF 3 ), 45.1 (CH 2 NMs) ,
1 (q, J = 281 HzAr-CH), 50.2 (q, J = 30 Hz, CH-CF 3 ), 44.7 (CH 2 NMs), pp.41-44 ,
65 (s, 1H95 (s, 1H, NH), 4.67-4.54 (m, 2H, pp.65-68 ,
Purification with preparative TLC plate with AcOEt / DCM = 20 / 80 afforded 5-109 (9.5mg, 26%) as light yellow oil, together with reduced product 5-109, with DLP (32mg, 1.0eq.), pp.8-15 ,
88 (s, 1H63 (br s, 1H, NH), 4.85 (tt, 1H, J = 6, CHH-NTs), 2.76 (m, 2H, 2 CHH-NTs), pp.61-63 ,