82266-95-3Relevant academic research and scientific papers
A New Synthesis of 3-Amino-2-alkenoates. Novel Synthetic Route to Amino Sugars N-benzoyl-L-daunosamine and -L-acosamine
Hiyama, Tamejiro,Kobayashi, Kazuhiro,Nishide, Kiyoharu
, p. 2127 - 2138 (2007/10/02)
Alkanoate esters are found to couple with various nitriles to give (Z)-3-amino-2-alkenoates in good yields with the aid of a magnesium amide prepared by the reaction of ethylmagnesium bromide and diisopropylamine.The C-C bond forming reaction was applied
THE CHEMISTRY OF SILYLATED KETENE ACETALS: AN EFFICIENT STEREOCONTROLLED SYNTHESIS OF N-BENZOYL L-DAUNOSAMINE
Kita, Yasuyuki,Itoh, Fumio,Tamura, Osamu,Ke, Ya Yuan,Tamura, Yasumitsu
, p. 1431 - 1434 (2007/10/02)
N-Benzoyl L-daunosamine was synthesized with high stereoselectivity utilizing a 1,3-addition of ketene silyl acetal (3a) to the chiral nitrone, (Z)-((4R)-trans-2,2,5-trimethyl-1,3-dioxolan-4-yl)methylene((1S)-1-phenylethyl)amine N-oxide (4c) accompanied by a silyl group-transfer in acetonitrile under mild conditions.
New Acyclic Approach to 3-Amino-2,3,6-trideoxy-L-hexoses: a Stereocontrolled Synthesis of N-Benzoyl L-Daunosamine
Hirama, Masahiro,Nishizaki, Itaru,Shigemoto, Takeo,Ito, Sho
, p. 393 - 394 (2007/10/02)
N-Benzoyl L-daunosamine was synthesized stereoselectively starting from O-t-butyldimethylsilyl L-lactaldehyde and methyl propiolate; the crucial step, intramolecular conjugate addition of a carbamoyl amino group of methyl threo-5-carbamoyloxy-4-triethylsi
DIASTEREOSELECTIVE SYNTHESIS OF N-ACETYL-D,L-ACOSAMINE AND N-BENZOYL-D,L-RISTOSAMINE
Hirama, Masahiro,Shigemoto, Takeo,Yamazaki, Yutaka,Ito, Sho
, p. 4133 - 4136 (2007/10/02)
N-Acyl derivatives of D,L-acosamine and D,L-ristosamine were synthesized with high stereoselectivity utilizing intramolecular Michael addition of γ- and δ-carbamoyloxy-α,β-unsaturated esters.
Total Synthesis of Optically Active N-Benzoyldaunosamine from an Azetidinone
Hauser, Frank M.,Rhee, Richard P.,Ellenberger, Suzanne R.
, p. 2236 - 2240 (2007/10/02)
The azetidinone adduct 5 formed from chlorosulfonyl isocyanate and (E)-1,3-pentadiene was employed as a key intermediate to accomplish an efficient synthesis of optically active LS-N-benzoyldaunosamine (1b).
A Brief Total Synthesis of N-Benzoyl-D,L-daunosamine
Hauser, Frank M.,Rhee, Richard P.
, p. 227 - 228 (2007/10/02)
A brief regioselective total synthesis of N-benzoyl-D,L-daunosamine from chlorosulfonyl isocyanate (2) and (E)-1,3-pentadiene (1) is described.
