76236-31-2Relevant academic research and scientific papers
ASYMMETRIC TOTAL SYNTHESIS OF NATURAL (-)- AND UNNATURAL (+)-STEGANACIN DETERMINATION OF THE ABSOLUTE CONFIGURATION OF NATURAL ANTITUMOR STEGANACIN
Tomioka, Kiyoshi,Ishiguro, Tsuneo,Iitaka, Yoichi,Koga, Kenji
, p. 1303 - 1312 (2007/10/02)
A virtually complete asymmetric control in the synthesis of 2,3-disubstituted butan-4-olide (10) was demonstrated by employing the butenolide (12) as the chiral acceptor for the conjugate 1,4-addition.Highly efficient asymmetric total synthesis of natural (-)- and unnatural (+)-steganacin was accomplished.The absolute stereostructure of natural antitumor steganacin was determined to be 1.
SYNTHETIC APPROACHES TOWARD VERRUCARIN A. CHIRAL SYNTHESIS OF (-)-VERRUCARINOLACTONE
Tomioka, Kiyoshi,Sato, Fuminori,Koga, Kenji
, p. 311 - 316 (2007/10/02)
(-)-Verrucarinolactone ((2S,3R)-2,5-dihydroxy-3-methylvaleric acid δ-lactone) (4) was synthesized stereoselectively from an optically active butyrolactone ((S)-γ-trityloxymethyl-γ-butyrolactone) (6) as a chiral synthon.
FIRST ASYMMETRIC TOTAL SYNTHESIS OF (+)-STEGANACIN. DETERMINATION OF ABSOLUTE STEREOCHEMISTRY
Tomioka, Kiyoshi,Ishiguru, Tsuneo,Koga, Kenji
, p. 2973 - 2976 (2007/10/02)
(+)-Steganacin was synthesized in a new and highly specific asymmetric pathway based on the novel application of chiral γ-lactone as a chiral synthon.By this synthesis the absolute stereochemistry of natural (-)-steganacin could be determined in unequivoc
