101376-74-3Relevant academic research and scientific papers
Convenient synthesis of labdane and drimane analogues with o-quinol functionality
Meenakshi,Sivaramkrishnan,Padmakumar,Hadimani, Shreeshailkumar B.,Bhat, Sujata V.
, p. 4065 - 4076 (2004)
The Diels-Alder reactions of 4-carbomethoxy-o-benzoquinone with substituted-1,3-dienes give high yields of the drimane and labdane analogues containing an orthoquinol moiety.
Diastereomerically and enantiomerically pure 2,3-disubstituted pyrrolidines from 2,3-aziridin-1-ols using a sulfoxonium ylide: A one-carbon homologative relay ring expansion
Schomaker, Jennifer M.,Bhattacharjee, Somnath,Yan, Jun,Borhan, Babak
, p. 1996 - 2003 (2007/10/03)
An ylide-based aza-Payne rearrangement of 2,3-aziridin-1-ols leads to an efficient process for the preparation of pyrrolidines. The aza-Payne rearrangement under basic reaction conditions favors the formation of epoxy amines. Subsequent nucleophilic attack of the epoxide by the ylide yields a bis-anion, which upon a 5-exo-tet ring-closure yields the desired pyrrolidine, thus completing the relay of the three-membered to the five-membered nitrogen-containing ring system. This process takes place with complete transfer of stereochemical fidelity and can be applied to sterically hindered aziridinols.
Synthetic studies toward potent cytotoxic agents amphidinolides: Synthesis of the C1-C6 and C9-C17 moieties of amphidinolides O and P
Chakraborty,Das, Sanjib
, p. 80 - 81 (2007/10/03)
Stereoselective synthesis of the (4R)-C1-C6 and (14R, 15R)-C9-C17 segments, 4 and 5 respectively, of amphidinolides O and P have been achieved starting from a common chiral precursor 6 which was obtained by radical-mediated opening of a trisubstituted epoxy alcohol using Cp2TiCl-cyclohexa-1,4-diene.
Anti aldol reactions of α-alkoxymethyl ketones: Application to the total synthesis of (+)-restricticin
Paterson, Ian,Nowak, Thorsten
, p. 8243 - 8246 (2007/10/03)
The antifungal agent (+)-restricticin (1) was prepared in 12 steps from ketone (S)-8. The key steps are (i) the boron-mediated anti aldol reaction of (S)-8 with 9 to give 13 and (ii) the cyclisation reaction 4 → 15.
Stereoselective synthesis of a nonracemic hydronaphthalene subunit of Kijanolide
Marshall,Salovich,Shearer
, p. 2398 - 2403 (2007/10/02)
Lewis acid catalyzed Diels - Alder cyclization of the tetraenal 15 affords the endo product, hydronaphthalene 16, with high diastereoselectivity. Nonracemic 15 is prepared by addition of dienyne 5 to resolved (2S,4S)-5-[(tert -butyldimethylsilyl)oxy]-2,4-
A Stereoselective Synthesis of the Hydronaphthalene Substructure of Kijanolide
Marshall, James A.,Grote, Jonathan,Shearer, Barry
, p. 1633 - 1635 (2007/10/02)
The synthesis of a hydronaphthalene substructure of the antitumor antibiotic kijanimicin is described in which four of the seven chiral centers are introduced via a diastereoselective intramolecular Diels-Alder cyclization of an all-(E)-2,8,10,12-tetradec
Regio- and Stereo-selective Oxidation of gem-Dimethyl Olefins via -Sigmatropic Rearrangement of Allyl Amine Oxides
Inoue, Seiichi,Iwase, Norimichi,Miyamoto, Osamu,Sato, Kikumasa
, p. 2035 - 2038 (2007/10/02)
Highly regio- and stereo-selective oxidation sequences are described for the efficient conversion of the gem-dimethyl olefin terminus of acyclic terpenes to terminal trans-allylic alcohols and trans α,β-unsaturated aldehydes.
REGIO- AND STEREOSELECTIVE OXIDATION OF ENE-TYPE CHLORINATED OLEFINS.
Suzuki, Shigeaki,Onishi, Takashi,Fujita, Yoshiji,Otera, Junzo
, p. 1123 - 1130 (2007/10/02)
Regio- and stereoselective oxidation of ene-type chlorinated olefins has been achieved by using potassium 2-propanenitronate as an oxidant and tetrakis(triphenylphosphine)palladium as a catalyst.
