e.g. Filippa Pettersson or Cancer Res. 75(6) , 1102-12, (2015) or 10.1002/anie.201600521
Journal of the American Chemical Society
Application of the steric directing group strategy to the stereoselective synthesis of the octahydronaphthalene substructure of kijanolide and tetronolide
WR Roush, BB Brown
Index: Roush, William R.; Brown, Bradley B. Journal of the American Chemical Society, 1993 , vol. 115, # 6 p. 2268 - 2278
Abstract A highly stereoselective synthesis of the kijanolide/tetronolide octahydronaphthalene substructure 4 has been completed. The synthesis proceeds in 16 steps from L-glyceraldehyde acetonide (8), with 88% stereoselectivity and in 11% overall yield. Key steps are the following:(1) the asymmetric aotylborations of 8 and 12 that introduce the C (5). C (6), and C (8) stereocenters of 4;(2) the modified Suzuki coupling of ...