115289-55-9Relevant articles and documents
The synthesis of new dibenzothiophen amino acid and cyclophane derivatives
Bremner, John B.,Keller, Paul A.,Pyne, Stephen G.,Robertson, Alan D.,Skelton, Brian W.,White, Allan H.,Witchard, Helen M.
, p. 535 - 540 (2000)
Some novel dibenzothiophen amino acid and cyclophane derivatives have been produced as a result of synthetic studies on the development of dibenzothiophen-based antibacterial compounds. Allylation through a Stille reaction has produced 2-allyl-8-bromodibenzothiophen (3a) and 2,8-diallyldibenzothiophen (3b). Under different conditions, the Stille reaction also produced 2-bromo-8-(prop-1-enyl)dibenzothiophen (4a) and 2,8-di(prop-1-enyl)dibenzothiophen (4b) via double bond isomerization. Olefin metathesis with (3b) and methyl N-acetylallylglycinate (5) produced two homodimers, the novel [4](5,11)[4](18,24)dibenzothiophenophane-2,15-diene (6), as a mixture of geometrical isomers, and dimethyl (E)- and (Z)-(R,S)-2,7-diacetamidooct-4-enedioate (8), and the two cross-metathesis products methyl (E)- and (Z)-(R,S)-2-acetamido-6-(8-allyldibenzothien-2-yl)hex-4-enoate (7a) and dimethyl (E)- and (Z)-(R,S)-6,6′-(dibenzothiophen-2,8-diyl)bis(2-acetamidohex-4-enoate) (7b). Palladium-catalysed hydrogenation of the homodimer (6) and the cross-metathesis products (7a,b) yielded the corresponding reduced compounds (9) and (10a,b), respectively. CSIRO 2000.
Stereodivergent Synthesis of Carbocyclic Quaternary α-Amino Acid Derivatives Containing Two Contiguous Stereocenters
Bai, Tian,Dong, Xiu-Qin,Fu, Cong,He, Ling,Wang, Chun-Jiang,Xiao, Lu,Xiong, Qi,Zhang, Zongpeng
supporting information, (2022/02/23)
A novel approach to stereodivergent synthesis of carbocyclic α-quaternary amino acid derivatives, bearing two contiguous stereocenters, is proposed through sequential dual Cu/Ir-catalyzed asymmetric allylation and ring-closing metathesis. A variety of five and six-membered carbocyclic α-quaternary amino acid derivatives could be readily achieved in good to high yields with exclusive regioselectivities, excellent diastereoselectivities (13: 1- > 20: 1 dr) and enantioselectivities (generally >99% ee). Of particular note is that the current protocol is also a versatile synthetic tool for the stereodivergent construction of the challenging seven and eight-membered carbocyclic α-amino acid derivatives. All four stereoisomers of these important molecules could be precisely synthesized through the permutation of chiral Cu/Ir catalytic system. The power of this strategy has been demonstrated for the facile access to some biologically active chiral molecules, such as spiro-hydantoins.
MACROCYCLIC BROAD SPECTRUM ANTIBIOTICS
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Page/Page column, (2014/05/25)
Provided herein are antibacterial compounds, wherein the compounds in some embodiments have broad spectrum bioactivity. In various embodiments, the compounds act by inhibition of bacterial type 1 signal peptidase (SpsB), an essential protein in bacteria.
Isothiourea-catalyzed enantioselective carboxy group transfer
Joannesse, Caroline,Johnston, Craig P.,Concellon, Carmen,Simal, Carmen,Philp, Douglas,Smith, Andrew D.
supporting information; experimental part, p. 8914 - 8918 (2010/02/28)
Transferable skills: Enantiomerically pure isothioureas promote the 0-to C-carboxyl group transfer of oxazolyl carbonates with excellent levels of enantiocontrol (see scheme). The origin of the enantioselectivity of this process was probed mechanistically and rationalized computationally.
Gold-catalyzed cycloisomerizations of ene-ynamides
Couty, Sylvain,Meyer, Christophe,Cossy, Janine
experimental part, p. 1809 - 1832 (2009/06/28)
The gold-catalyzed cycloisomerizations of 1,6-ene-ynamides proceed under mild conditions and lead to cyclobutanones from terminal or trimethylsilyl substituted ynamides, or to carbonyl compounds bearing a 2,3-methanopyrrolidine subunit from substrates pos
BRIDGED ARYL PIPERAZINES DERIVATIVES USEFUL FOR THE TREATMENT OF CNS, GI-URINARY AND REPRODUCTIVE DISORDERS
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Page/Page column 21, (2010/11/30)
The present invention is directed to bridged aryl piperazine derivatives, pharmaceutical compositions containing them and their use in the treatment of depression and related disorders. The compounds of the present invention are serotonin transport inhibi