Application of the steric directing group strategy to the stereoselective synthesis of the octahydronaphthalene substructure of kijanolide and tetronolide
WR Roush, BB Brown
文献索引：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 ...
