The first total synthesis of the naturally occurring germination stimulant sorgolactone
…, SCM Wigchert, JWJF Thuring, B Zwanenburg
Index: Sugimoto, Yukihiro; Wigchert, Suzanne C.M.; Thuring, Jan Willem J.F.; Zwanenburg, Binne Tetrahedron Letters, 1997 , vol. 38, # 13 p. 2321 - 2324
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Citation Number: 22
Abstract
10a. 400MHz 1 H NMR (CDCl 3 ): δ 1,05 (d, 3H, J=7.0Hz, CH 3 ); 1.25 (m, 1H, H7); 1.60 (m, 1H, H6); 1.76 (m, 2H, H6+H7); 1.97 (m, 2H, 2×H5); 2.14 (dd, 1H, J=1.9Hz, 16.5Hz, H4); 2.29 (dd, 1H, J= 5.7Hz, 18.4Hz, H3); 2.36 (m, 1H, H8); 2.71 (dd, 1H, J=8.2Hz, 16.6Hz, H4); 2.83 (dd, 1H, J=10.7Hz, 18.3Hz, H3); 3.05 (m, 1H, H3a); 5.47 (d, 1H, J=7.5Hz, H8b). 400MHz 2D-NOESY NMR (CDCl 3 ): δ 5.31 (H8b) cross peak with δ 3.04 (H3a), δ 1.11 (CH 3 ) with ...
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Synthesis of all eight stereoisomers of the germination stimulant sorgolactone
[Sugimoto, Yukihiro; Wigchert, Suzanne C. M.; Thuring, Jan Willem J. F.; Zwanenburg, Binne Journal of Organic Chemistry, 1998 , vol. 63, # 4 p. 1259 - 1267]