12 research outputs found
<span style="font-size:19.0pt;mso-bidi-font-size:12.0pt; font-family:"Times New Roman";mso-fareast-font-family:"Times New Roman"; mso-ansi-language:EN-US;mso-fareast-language:EN-US;mso-bidi-language:AR-SA">Synthesis of 8-(3'-butenyl)-9,9-dimethyl-2- oxaspiro[4.4]non-7 -en-1-one, an advanced intermediate for terpenes of the marine sponge <i><span style="font-size:19.5pt; mso-bidi-font-size:12.5pt;font-family:"Times New Roman";mso-fareast-font-family: "Times New Roman";mso-ansi-language:EN-US;mso-fareast-language:EN-US; mso-bidi-language:AR-SA">Dysidea herbacea</span></i></span>
511-514A short synthesis of the
spirolactone 6 has been achieved for
the total synthesis of the nor-sesquiterpene herbasolide <b style="mso-bidi-font-weight:
normal">1 and other structurally
related sesquiterpenes of the marine sponge Dysidea
herbacea.</span
Strategic use of retro Diels-Alder reaction in the construction of β -carboxy-α-methylene-γ-lactones. Total synthesis of methylenolactocin and protolichesterinic acid
A facile route for the construction of β -carboxy-α-methylene-γ -lactone unit is described using retro Diels-Alder reaction as the key step. Using this protocol, total synthesis of (± )-methylenolactocin and (± )-protolichesterinic acid has been achieved
Stereocontrolled total synthesis of (±)-β-necrodol
A total synthesis of racemic β -necrodol is described using an ortho-ester claisen rearrangement as the key step to dictate a high level of trans-1,3-diastereoselection on a cyclopentane derivative
An unusual reaction course in Rh(I)-induced decarbonylation of γ,δ-unsaturated aldehyde. Total synthesis of (±)-iso-β-necrodol and (±)-β-necrodol
Decarbonylation of the γ,δ-unsaturated aldehydes (4 and 9), embodied in a sterically congested carbon network, with Wilkinson's catalyst followed a reaction course different from the normal decarbonylation or hydroacylation path. This investigation has led to the synthesis of iso-β-necrodol and the monoterpene β-necrodol
Synthesis of methoxy and hydroxy containing tetralones: Versatile intermediates for the preparation of biologically relevant molecules
The synthesis of 5-hydroxy-6-methoxy-1-tetralone and the 7-hydroxy regioisomer along with the corresponding 5,7-dihyroxy analog has been achieved using an efficient directed metallation procedure followed by a regioselective methylene oxidation. This methodology represents a general synthetic route for the preparation of highly oxygenated tetralone analogs which are versatile building blocks for the construction of molecules of biological interest. © 2003 Elsevier Science Ltd. All rights reserved
A new synthetic method for the reduction of imines by samarium-induced reaction<sup>†</sup>
1134-1139Samarium metal induced reduction of the imines
towards the synthesis of secondary amines has been investigated
Synthesis of a 2-aryl-3-aroyl indole salt (OXi8007) resembling combretastatin A-4 with application as a vascular disrupting agent
The natural products colchicine and combretastatin A-4 are potent inhibitors of tubulin assembly, and they have inspired the design and synthesis of a large number of small-molecule, potential anticancer agents. The indole-based molecular scaffold is prominent among these SAR modifications, leading to a rapidly increasing number of agents. The water-soluble phosphate prodrug 33 (OXi8007) of 2-aryl-3-aroylindole-based phenol 8 (OXi8006) was prepared by chemical synthesis and found to be strongly cytotoxic against selected human cancer cell lines (GI50 = 36 nM against DU-145 cells, for example). The free phenol, 8 (OXi8006), was a strong inhibitor (IC 50 = 1.1 μM) of tubulin assembly. The corresponding phosphate prodrug 33 (OXi8007) also demonstrated pronounced interference with tumor vasculature in a preliminary in vivo study utilizing a SCID mouse model bearing an orthotopic PC-3 (prostate) tumor as imaged by color Doppler ultrasound. The combination of these results provides evidence that the indole-based phosphate prodrug 33 (OXi8007) functions as a vascular disrupting agent that may prove useful for the treatment of cancer. © 2013 The American Chemical Society and American Society of Pharmacognosy
2-(3-tert-butyldimethylsiloxy-4-methoxyphenyl)-6-methoxy-3-(3,4, 5-trimethoxybenzoyl)indole
In the crystal structure of the title compound, C32H39NO7Si, all geometric parameters fall within experimental error of expected values. The analysis of molecular-packing plots reveals an infinite two-dimensional linear array running parallel to the b axis, formed by one N-H⋯O intermolecular hydrogen-bonding interaction. Several potential C-H⋯O interactions are also present