Stereoselective synthesis of 2-epi-jaspine B via base-catalyzed intramolecular oxy-Michael conjugate addition approach

Stereodivergent synthesis of jaspine B and its isomers using a carbohydrate-derived alkoxyallene as C3-building block

“…L-serine [ 7 – 18 ], or by asymmetric catalysis [ 19 – 25 ]. Several publications also focused on the synthesis of stereoisomers of the natural product [ 4 , 12 , 16 – 17 19 , 26 – 28 ] because these compounds also showed comparable biological activities [ 4 – 5 ].…”

Practical Synthesis of Pachastrissamine (Jaspine B), 2-<i>epi</i>-Pachastrissamine, and the 2-<i>epi</i>-Pyrrolidine Analogue

“…9,10) Because of its novel structural features and impressive biological activity, many total syntheses of 1 have been accomplished. [3][4][5][6][7][11][12][13][14][15][16][17][18][19][20][21][22][23][24][25][26][27][28][29][30] The stereoisomers of 1 have also been synthesized, 5,6,[20][21][22][23][24][25][26][27][28][29][31][32][33][34][35][36][37][38][39][40] and their biological activity investigated. Interestingly, the 2-epimer 2 6,…”

Synthetic Studies on a Pachastrissamine Sulfur Analogue: Synthesis of a 4-<i>epi</i>-Sulfur Analogue

“…It exhibits cytotoxic activity against various cancer cell lines [1][2][3][4][5][6][7][8][9] and induces programmed cell death, such as autophagy 6) and apoptosis [7][8][9][10] in some cancer cells. Owing to its interesting structural features and significant biological properties, many researchers have reported the total synthesis of 1 [3][4][5][6][7] and its stereoisomers 5,6,[20][21][22][23][24][25][26][27][28][29][31][32][33][34][35][36][37][38][39][40][41] to date. In addition, several analogues of 1 have been synthesized and their biological activities have been investigated.…”