947595-52-0

Upstream product

• 947595-51-9 C₁₈H₁₅N₃O₄Br₂ 
• 33868-53-0 tributylstannyl benzyl ether 
• 947595-38-2 benzyl {(1S,2E)-1-[(1S,2S)-1,2-dihydroxybut-3-en-1-yl]pent-2-en-1-yl}carbamate 
• 947595-37-1 benzyl [(1S,4S,5S)-4,5-dihydroxycyclopent-2-en-1-yl]carbamate 
• 947595-50-8 benzyl ((1S,2R,5R)-2-{[(4,5-dibromo-1H-pyrrol-2-yl)carbonyl]amino}-5-hydroxycyclopent-3-en-1-yl)carbamate 
• 947595-49-5 benzyl (3aS,4R,6aR)-4-{[(4,5-dibromo-1H-pyrrol-2-yl)carbonyl]amino}-2,2-dimethyl-4,6a-dihydro-2H-cyclopenta[d][1,3]oxazole-3(3aH)-carboxylate 
• 947595-48-4 benzyl (3aS,4R,6aR)-2,2-dimethyl-4-{[(2,2,2-trichloroethoxy)carbonyl]amino}-4,6a-dihydro-2H-cyclopenta[d][1,3]oxazole-3(3aH)-carboxylate 
• 947595-47-3 C₁₃H₁₅NO₄C₃H₅NCO 
• 947595-46-2 benzyl (3aS,6S,6aS)-6-hydroxy-2,2-dimethyl-6,6a-dihydro-2H-cyclopenta[d][1,3]oxazole-3(3aH)-carboxylate 
• 947595-45-1 benzyl {(1S,2E)-1-[(4S,5S)-2,2-dimethyl-5-vinyl-1,3-dioxolan-4-yl]pent-2-en-1-yl}carbamate 

Relevant academic research and scientific papers

Stereocontrolled synthesis of vicinal diamines by organocatalytic asymmetric mannich reaction of N -protected aminoacetaldehydes: Formal synthesis of (-)-agelastatin A

The 1,2-diamine (vicinal diamine) motif is present in a number of natural products with interesting biological activity and in many chiral molecular catalysts. The efficient and stereocontrolled synthesis of enantioenriched vicinal diamines is still a challenge to modern chemical methodology. We report here both syn- and anti-selective asymmetric direct Mannich reactions of N-protected aminoacetaldehydes with N-Boc-protected imines catalyzed by proline and the axially chiral amino sulfonamide (S)-3. This organocatalytic process represents the first example of a Mannich reaction using Z- or Boc-protected aminoacetaldehyde as a new entry of α-nitrogen functionalized aldehyde nucleophile in enamine catalysis. The obtained optically active vicinal diamines are useful chiral synthons as exemplified by the formal synthesis of (-)-agelastatin A.

Synthesis of (-)-agelastatin a by [3.3] sigmatropic rearrangement of allyl cyanate

Total synthesis of (-)-agelastatin A has been achieved starting from L-arabitol. The highlights in our synthesis include the preparation of vicinal diamine moiety by [3.3] sigmatropic rearrangement of allyl cyanate and construction of central ring-C with