716381-20-3Relevant academic research and scientific papers
Synthesis and reactivity of 1-hydroxyspiro[2.5]cyclooct-4-en-3-ones
Bose, Gopal,Langer, Peter
, p. 3861 - 3863 (2004)
The first 1-hydroxyspiro[2.5]cyclooct-4-en-3-ones were prepared by cyclization of free and masked 1,3-dicarbonyl dianions with 1,1- diacetylcyclopropane. 1-Hydroxyspiro[2.5]cyclooct-4-en-3-ones represent precursors of unstable spiro[5.2]cycloocta-4,7-dien-6-ones and reactions with a number of nucleophiles were studied. The reactions are enhanced by dynamic spiro-activation.
Synthesis, reactions and structure-activity relationships of 1-hydroxyspiro[2.5]cyclooct-4-en-3-ones: Illudin analogs with in vitro cytotoxic activity
Bose, Gopal,Bracht, Karin,Bednarski, Patrick J.,Lalk, Michael,Langer, Peter
, p. 4694 - 4703 (2007/10/03)
1-Hydroxyspiro[2.5]cyclooct-4-en-3-ones-analogs of natural illudines-were prepared in good yields by cyclization of 1,3-dicarbonyl dianions or 1,3-bis-silyl enol ethers ('masked dianions') with 1,1-diacylcyclopropanes. Several spirocyclopropanes showed a
[3+3] Cyclizations of 1,3-bis(silyl enol ether)s with 1,1-diacetylcyclopentane and 1,1-diacetylcyclopropane
Langer, Peter,Bose, Gopal
, p. 4033 - 4036 (2007/10/03)
Domino reactions of 1,3-bis(silyl enol ether)s with 1,1-diacetylcyclopentane and 1,1-diacetylcyclopropane (see scheme) allow a new and convenient one-pot synthesis of spiro[5.4]cyclodecenones, bicyclo[4.4.0]deca-1,4-dien-3-ones, and functionalized salicylates, which are versatile intermediates for the synthesis of pharmacologically relevant natural product analogues. MS = molecular sieves.
