14727-58-3Relevant articles and documents
Pseudohelical and helical primary structures of 1,2-spiroannelated four- and five-membered rings: Syntheses and chiroptical properties
Widjaja, Tien,Fitjer, Lutz,Pal, Aritra,Schmidt, Hans-Georg,Noltemeyer, Mathias,Diedrich, Christian,Grimme, Stefan
, p. 9264 - 9277 (2007)
(Chemical Equation Presented) The pseudohelical hydrocarbons (R)-6, (S)-7, and (R)-8 and the helical hydrocarbon (P)-9, formally derived from the helical hydrocarbon (P)-4 by stepwise replacement of each of the four-membered rings by a five-membered ring,
Highly regioselective alkylation at the more hindered α-site of unsymmetrical ketones by use of their potassium enolates. A comparative study with lithium enolates
Quesnel, Yannick,Bidois-Sery, Laure,Poirier, Jean-Marie,Duhamel, Lucette
, p. 413 - 415 (2007/10/03)
Alkylation of regioisomeric potassium enolates 4 and 6 obtained from corresponding silyl enol ethers 2 and 3 occurs at the most substituted site affording ketones 8. Alkylation of corresponding lithium enolates 5 and 7 occurs at the expected site affording ketones 8 or 9. As an application the one pot synthesis of spiroketones 13 from silyl enol ethers 12 is described.
SPIRO KETONE SYNTHESIS VIA LITHIUM-IODINE EXCHANGE OF α-(ω-IODOALKYL) ESTERS
Does, T. van der,Klumpp, G. W.,Schakel, M.
, p. 519 - 520 (2007/10/02)
The title reaction (2 eq. of t-BuLi, -100 deg C) provides a new route to five- and six-membered ring ketones and has permitted the synthesis of two spiro ketones that were inaccessible by conventional methods.
