A facile approach to tryptophan derivatives for the total synthesis of argyrin analogues
A facile route has been established for the synthesis of indole-substituted (S)-tryptophans from corresponding indoles, which utilizes a chiral auxiliary-facilitated Strecker amino acid synthesis strategy. The chiral auxiliary reagents evaluated were (S)-methylbenzylamine and related derivatives. To illustrate the robustness of the method, eight optically pure (S)-tryptophan analogues were synthesized, which were subsequently used for the convergent synthesis of a potent antibacterial agent, argyrin A and its analogues.
Chen, Chou-Hsiung,Genapathy, Sivaneswary,Fischer, Peter M.,Chan, Weng C.
supporting information
p. 9764 - 9768
(2015/01/09)
Exploiting a novel size exclusion phenomenon for enantioselective acid/base cascade catalysis
A novel size exclusion phenomenon between PS-BEMP and sterically bulky BPAs, has been discovered and exploited in a one-pot base-catalysed Michael addition/acid-catalysed enantioselective N-acyliminium cyclisation cascade, allowing the preparation of structurally complex β-carbolines with moderate to good enantiocontrol.
Muratore, Michael E.,Shi, Lei,Pilling, Adam W.,Storer, R. Ian,Dixon, Darren J.
p. 6351 - 6353
(2012/07/17)
NBu4NI-catalyzed C3-formylation of indoles with N-methylaniline
nBu4NI-catalyzed C3-selective formylation of N-H and N-substituted indoles by using N-methylaniline as a formylating reagent was first successfully demonstrated.
Li, Lan-Tao,Huang, Juan,Li, Hong-Ying,Wen, Li-Juan,Wang, Peng,Wang, Bin
supporting information; experimental part
p. 5187 - 5189
(2012/06/01)
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