- A divergent route to 3-amino-2,3,6-trideoxysugars including branched sugar: Synthesis of vancosamine, daunosamine, saccharosamine, and ristosamine
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Four 3-amino-2,3,6-trideoxysugars were synthesized by a divergent route from a single enone 9a. The Migita-Stille coupling introduced a methyl group at the 3-position. Stereoselective reduction of enone and the Mitsunobu reaction provided both β- and α-hy
- Doi, Takayuki,Shibata, Kazuaki,Kinbara, Atsushi,Takahashi, Takashi
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p. 1372 - 1373
(2008/03/18)
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- α-aminoallylation of aldehydes with ammonia: Stereoselective synthesis of homoallylic primary amines
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Three-component reactions of aldehydes, ammonia, and allylboronates were found to provide homoallylic primary amines in high yields with high chemo- and stereoselectivities. A two-step, one-pot, stereoselective synthesis of an uncommon α-amino acid, alloisoleucine, was achieved utilizing this reaction. Copyright
- Sugiura, Masaharu,Hirano, Keiichi,Kobayashi, Shu
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p. 7182 - 7183
(2007/10/03)
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- ACYCLIC STEREOSELECTION. 19. TOTAL SYNTHESIS OF (+/-)-RISTOSAMINE AND (+/-)-MEGALOSAMINE.
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(+/-)-Ristosamine (1) has been synthesized in seven straigthforward operations from ketone 5 and O-benzyllactaldehyde.The key step is a stereoselective aldol addition reaction in which diastereomeric aldols 7 and 8 are produced in a ratio of 78:22.A simpl
- Heathcock, Clayton H.,Montgomery, Stephen H.
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p. 4637 - 4640
(2007/10/02)
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