80152-07-4

Upstream product

• 133841-02-8 (2aS,3S,7bS)-3-(tert-Butyl-dimethyl-silanyloxy)-4-eth-(Z)-ylidene-2a,3,4,6,7,7b-hexahydro-2-oxa-7a-aza-cyclopenta[cd]inden-1-one 
• 821005-66-7 (1S,8S,9S)-2-(carboethoxy)-8,9-epoxy-2-azabicyclo[4.3.0]non-5-ol-7-one 
• 109908-54-5 3-bromo-2-(1,2-dimethoxy-3-ethoxy-3-oxopropyl)-1-(1-ethoxyethylidenyl)pyridinium tetrafluoroborate 
• 109908-56-7 (2R,3S)-3-((R)-3-Bromo-1,2,5,6-tetrahydro-pyridin-2-yl)-2,3-dimethoxy-propionic acid ethyl ester; compound with trifluoro-acetic acid 
• 109908-57-8 (2R)-3-bromo-1-(carboethoxy)-2-<(1S,2R)-2-(carboethoxy)-1,2-dimethoxyethyl>-1,2,5,6-tetrahydropyridine 
• 109908-51-2 (3R,4R)-1-<(E)-4-bromo-4-(trimethylsilyl)-3-butenyl>-3,4-dimethoxypyrrolidine-2,5-dione 
• 109908-50-1 (2R,3R)-N-((E)-4-Bromo-4-trimethylsilanyl-but-3-enyl)-2,3-dimethoxy-succinamic acid 
• 109927-29-9 (3R,4R)-1-((E)-4-Bromo-4-trimethylsilanyl-but-3-enyl)-5-hydroxy-3,4-dimethoxy-pyrrolidin-2-one 
• 109908-58-9 (1S,8R,9S)-2-(carboethoxy)-8,9-dimethoxy-2-azabicyclo<4.3.0>non-5-en-7-one 
• 109908-52-3 8-bromo-1,2-dimethoxy-1,5,6,8a-tetrahydro-3(2H)-indolizinone 
• 110012-02-7 (1S,8R,9S)-2-(carboethoxy)-8,9-epoxy-2-azabicyclo<4.3.0>non-5-en-7-one 
• 1754-88-7 ethylenetriphenylphosphorane 
• 173396-42-4 (4aS,6S,7S,7aS)-6,7-Bis-benzyloxy-5-eth-(Z)-ylidene-2,4a,5,6,7,7a-hexahydro-[1]pyrindine-1-carboxylic acid ethyl ester 
• 173289-51-5 (S)-6-((1S,2S)-1,2-Bis-benzyloxy-4,4-dibromo-but-3-enyl)-3,6-dihydro-2H-pyridine-1-carboxylic acid ethyl ester 

Downstream Products

• 80152-08-5 7-O-Acetylstreptazolin 
• 80152-12-1 3,9-Dihydro-7,O-didehydrostreptazolin 
• 108946-66-3 C₂₁H₁₇NO₇ 
• 108946-66-3 C₂₁H₁₇NO₇ 
• 108946-67-4 C₂₁H₁₇NO₆ 
• 108946-67-4 C₂₁H₁₇NO₆ 

Relevant academic research and scientific papers

Stereoselective total synthesis of (+)-streptazolin by using a temporary silicon-tethered RCM strategy

A stereoselective total synthesis of (+)-streptazolin 1 was accomplished starting from readily available aminocyclopentenol (-)-7. The synthetic sequence highlights an intramolecular aldol condensation strategy to construct the piperidine core and a silic

Synthetic application of acylnitroso Diels-Alder derived aminocyclopentenols: Total synthesis of (+)-streptazolin

Concise total syntheses of (+)-streptazolin 1 and its more stable dihydro derivative 2 were accomplished via an intramolecular aldol condensation strategy starting from readily available aminocyclopentenol (-)-7. The synthetic sequence included reductive amination, stereoselective epoxidation, intramolecular aldol (and condensation) reaction, and Wittig reaction. The overall yield for dihydro derivative 2 from aminocyclopentenol (-)-7 was about 7% for a total of 14 steps.

Stereocontrolled total synthesis of (+)-streptazolin by a palladium-catalyzed reductive diyne cyclization

(+)-Streptazolin synthesis revisited: The key reaction in the 11-step total synthesis of (+)-streptazolin (3), which starts from D-mannitol diacetonide, is the palladium-catalyzed reductive cyclization of two alkyne arms in 1 to provide the desired 1,3-di

Total synthesis of (+)-streptazolin

The first chiral auxiliary mediated asymmetric synthesis of (+)- streptazolin has been accomplished in 13 steps and with a high degree of stereocontrol.

Stereoselective total synthesis of natural (+)-streptazolin via a palladium-catalyzed enyne bicyclization approach

The natural Z isomer of (+)-streptazolin (1), isolated from cultures of Streptomyces viridochromogenes, was synthesized in an optically pure form for the first time on the basis of a palladium-catalyzed enyne bicyclization approach in 12 steps and 4.3% ov

Enantioselective Total Synthesis of Streptazolin. The Tandem Use of Iminium Ion-Vinylsilane Cyclizations and Intramolecular Acylations

The first enantioselective total syntheses of the natural antibiotic (+)-streptazolin (1) and its dihydro derivative 2 are described.Key steps are a stereoselective vinylsilane-terminated cyclization of a tartrate-derived N-acyliminium ion (17 -> 18) and