14402-93-8Relevant academic research and scientific papers
Macrolides from the scent glands of the tropical butterflies Heliconius cydno and Heliconius pachinus
Schulz, Stefan,Yildizhan, Selma,Stritzke, Katja,Estrada, Catalina,Gilbert, Lawrence E.
, p. 3434 - 3441 (2007)
The four major components present in scent gland extracts of the male Costa Rica longwing butterflies Heliconius cydno and Heliconius pachinus were identified as 12- and 14-membered macrolides containing a C18-carbon skeleton. By use of micro-reactions and spectrometric examinations, structural proposals were made and subsequently proven by synthesis, using ring-closing-metathesis as the key steps. These macrolides, (9Z,11E,13S)- octadeca-9,11-dien-13-olide (5, S-coriolide), (9Z,11E,13S,15Z)-octadeca-9,11,15- trien-13-olide (6), (9Z,13S)-octadec-9-en-13-olide (13), and (9Z,11S)-octadec-9-en-11-olide (25), are biosynthetically obviously derived from oleic, linoleic, and linolenic acids. Their absolute configurations were determined by gas chromatographic investigations on chiral phases, showing all to possess (S)-configuration. The Royal Society of Chemistry.
PROCESS FOR THE PREPARATION OF TREPROSTINIL
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Page/Page column 77, (2016/05/02)
The invention provides a new process for the preparation of treprostinil of formula (I) and its salts using several new intermediates during the building of the ringsystem.
Hydrogen/deuterium exchange in alkyl-hydride derivatives of ansa-tungstenocene compounds
Green, Malcolm L.H.,Conway, Stephen L.J.,Doerrer, Linda H.
, p. 1388 - 1403 (2008/10/09)
The higher n-alkyl hydrides [W{(η-C5H4)CMe 2(η-C5H4)}(R)H](R = {(CH2) nCH3}, n = 1-4) and the isotopically labelled analogues [W(η-C5D4)C(CD
Functionalized Diorganozinc Compounds: Key Reagents for the Synthesis of Enantiomerically Pure 2,5-Disubstituted cis- and trans-Tetrahydrofurans
Berninger, Joern,Koert, Ulrich,Eisenberg-Hoehl, Christina,Knochel, Paul
, p. 1021 - 1028 (2007/10/03)
1,4-Diol derivatives 4a-i were synthesized stereoselectively by either reagent- or catalyst-controlled routes using the addition of functionalized diorganozinc reagents to aldehydes.The stereoselectivities along the reagent-controlled synthetic path were in the range between 80:20 and 95:5.The stereoselectivities along the catalyst route exceeded 95:5.The 1,4-diol derivatives 4 thus obtained were transformed into enantiomerically pure cis- and trans-2,5-disubstituted tetrahydrofurans (16-20) by means of an intramolecular Williamson reaction. - Keywords: Synthesis, stereoselective / Catalysis / Tetrahydrofurans / Dialkylzinc reagents
GEMISCHTE ORGANOZINKVERBINDUNGEN DURCH AUSTAUSCHREAKTIONEN VON DIORGANOZINKVERBINDUNGEN
Nehl, Hans,Scheidt, Walter R.
, p. 1 - 8 (2007/10/02)
The exchange of organyl groups between various diorganozinc compounds, R12Zn (R1=CHMe2 (1), CH2(CH2)2Me (2), CH2C(Me)=CH2 (3), CH2CH=CHMe (4)) and R22Zn (R2=Et (5), CH(Me)Et (6), CH2(CH2)3Me (7), CMe3 (8), Menth
