42541-99-1Relevant articles and documents
Total synthesis of halicholactone and neohalicholactone
Bischop, Martina,Doum, Verena,Nordschild Nee Rieche, Anja C. M.,Pietruszka, Joerg,Sandkuhl, Diana
experimental part, p. 527 - 537 (2010/06/16)
New total syntheses of the marine oxylipins halicholactone and neohalicholactone are presented. The key building blocks were synthesized utilizing chemoenzymatic methods.
Total synthesis of (-)-halicholactone
Takahashi, Taichi,Watanabe, Hidenori,Kitahara, Takeshi
, p. 99 - 104 (2007/10/03)
A convergent total synthesis of halicholactone (1), 5-lipoxygenase inhibitor, using (1S, 5S, 6R)-5-hydroxybicyclo[4.1.0]-heptan-2-one (7) as a chiral building block is described. Z-Selective RCM reaction was the key step to construct the nine-membered unsaturated lactone linkage of 1.
A Lipase Mediated Asymmetric Hydrolysis of 3-Acyloxy-1-octynes and 3-(E)-Acyloxy-1-octenes
Shimizu, Makoto,Kawanami, Hiroshi,Fujisawa, Tamotsu
, p. 107 - 110 (2007/10/02)
Optical resolution of 3-propionyloxy-1-trimethylsilyl-1-octyne or 3-(E)-propionyloxy-1-octene via lipase-mediated hydrolysis gave optically pure (S)-1-trimethylsilyl-1-octyn-3-ol and (R)-(E)-1-iodo-1-octen-3-ol, respectively, in which a reversal of enantio-selectivity for hydrolysis was observed between 3-propionyloxy-1-octyn and its 1-trimethylsilylated derivative, and the effect of the acyl groups on the enantio-discrimination was also investigated.
A new system for catalytic enantioselective reduction of achiral ketones to chiral alcohols. Synthesis of chiral α-hydroxy acids
Corey,Bakshi
, p. 611 - 614 (2007/10/02)
The reduction of a variety of achiral ketones with catecholborane as stoichiometric reductant and 0.1 equiv of oxazaborolidine 2 as catalyst in toluene at -78°C proceeds in > 95% yield and with enantioselectivities in the range 30:1 to 9:1, depending on s
(+)-1(S),5(R),8(S)-8-PHENYL-2-AZABICYCLOOCTAN-8-OL N,O-METHYLBORONATE (2) AND ITS ENANTIOMER, CHIRAL CHEMZYMES WHICH SERVE AS CATALYSTS FOR THEIR OWN ENANTIOSELECTIVE SYNTHESIS
Corey, E. J.,Chen, C.-P.,Reichard, Gregory A.
, p. 5547 - 5550 (2007/10/02)
An efficient synthesis of (+)-1(S),5(R),8(S)-8-phenyl-2-azabicyclooctan-8-ol (1) and its enantiomer is described.The B-methyloxaborolidine derivatives (2) of these amino alcohols are excellent catalysts (chemzymes) for the enantioselective reductio