Stereodefined N, O-Acetals: Pd-Catalyzed Synthesis from Homopropargylic Amines and Utility in the Flexible Synthesis of 2, 6-Substituted Piperidines
H Kim, YH Rhee
Index: Kim, Haejin; Rhee, Young Ho Journal of the American Chemical Society, 2012 , vol. 134, # 9 p. 4011 - 4014
Full Text: HTML
Citation Number: 54
Abstract
We developed a conceptually new synthetic strategy which exploits the stereochemical information of labile acyclic N, O-acetals. The key to this strategy, chemo-and stereoselective synthesis of N, O-acetals, was achieved by the Pd-catalyzed addition of sulfonyl-protected homopropargylic amines to alkoxyallene. The N, O-acetals generated in this way were combined with Au-catalyzed cycloisomerization to give an access to 2, 6-disubstituted ...
Related Articles:
[Oka, Takahiro; Yasusa, Takuya; Ando, Takashi; Watanabe, Mayumi; Yoneda, Fumio; Ishida, Toshimasa; Knoll, Joseph Bioorganic and Medicinal Chemistry, 2001 , vol. 9, # 5 p. 1213 - 1219]
[Oka, Takahiro; Yasusa, Takuya; Ando, Takashi; Watanabe, Mayumi; Yoneda, Fumio; Ishida, Toshimasa; Knoll, Joseph Bioorganic and Medicinal Chemistry, 2001 , vol. 9, # 5 p. 1213 - 1219]
[Oka, Takahiro; Yasusa, Takuya; Ando, Takashi; Watanabe, Mayumi; Yoneda, Fumio; Ishida, Toshimasa; Knoll, Joseph Bioorganic and Medicinal Chemistry, 2001 , vol. 9, # 5 p. 1213 - 1219]
[Farmer, Jay J.; Attygalle, Athula B.; Smedley, Scott R.; Eisner, Thomas; Meinwald, Jerrold Tetrahedron Letters, 1997 , vol. 38, # 16 p. 2787 - 2790]