947595-50-8

Upstream product

• 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 
• 64420-86-6 O-p-toluenesulfonyl benzyloxyhydroxamate 
• 930-30-3 cyclopent-2-enone 
• 1338487-72-1 benzyl (1S,2S,3S,5R)-5-(4,5-dibromo-1H-pyrrole-2-carboxamido)-2-hydroxy-3-(phenylselanyl)cyclopentylcarbamate 
• 1338487-70-9 benzyl (1S,2S,3S,5R)-5-azido-2-hydroxy-3-(phenylselanyl)cyclopentylcarbamate 
• 1338487-69-6 benzyl (1S,2S,3S,5S)-2-hydroxy-3-(phenylselanyl)-6-azabicyclo[3.1.0]hexane-6-carboxylate 
• 1338487-68-5 benzyl (1S,3S,5S)-2-oxo-3-(phenylselanyl)-6-azabicyclo[3.1.0]hexane-6-carboxylate 
• 1338487-65-2 benzyl (1S,5S)-2-oxo-6-azabicyclo[3.1.0]hexane-6-carboxylate 
• 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 
• 947595-48-4 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 

Downstream Products

• 947595-51-9 C₁₈H₁₅N₃O₄Br₂ 
• 947595-52-0 benzyl [(3S,3aS,9aR)-7,8-dibromo-2,3,3a,4,5,9a-hexahydro-1H-cyclopenta[e]pyrrolo[1,2-a]pyrazin-3-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.

Asymmetric aziridination of cyclic enones using chiral diamine catalysts and its application to the total synthesis of (-)-agelastatin A

The asymmetric aziridination of cyclic enones with N-tosyloxycarbamates, using N-neopentyl 1,2-diphenylethylenediamine as a catalyst, and its application to the formal total synthesis of (-)-agelastatin A, using a one-pot silylation-selenylation procedure

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