84009-45-0

Upstream product

• 83999-40-0 (Z)-3-Benzenesulfonyl-5-ethoxy-16-methyl-oxacyclohexadec-5-en-2-one 
• 83999-36-4 11-(tert-butyldimethylsiloxy)dodecanol 
• 83999-35-3 2-(tert-butyldimethylsiloxy)-11-dodecene 
• 84009-44-9 11-(tert-butyldimethylsiloxy)dodecanal 
• 83999-37-5 13-(tert-Butyl-dimethyl-silanyloxy)-2-ethoxy-tetradec-1-en-3-ol 
• 83999-33-1 2-ethoxy-3-acetoxytetradecene-13-yl benzenesulfonylacetate 
• 83999-38-6 2-ethoxy-3-acetoxy-13-(tert-butyldimethylsiloxy)tetradecene 
• 83999-39-7 2-ethoxy-3-acetoxytetradecene-13-ol 
• 21951-49-5 dodec-11-en-2-ol 
• 112-45-8 10-Undecenal 

Downstream Products

• 84026-50-6 Succinic acid mono-((3R,6S,16R)-3-benzenesulfonyl-16-methyl-2,5-dioxo-oxacyclohexadec-6-yl) ester 
• 83999-41-1 Succinic acid mono-((3R,6R,16R)-3-benzenesulfonyl-16-methyl-2,5-dioxo-oxacyclohexadec-6-yl) ester 

Relevant academic research and scientific papers

Palladium-assisted macrocyclization approach to cytochalasins: A synthesis of antibiotic A26771B

A synthetic strategy to macrocycles possessing a gamma -oxo delta -hydroxy-, gamma , delta -dihydroxy- and gamma -hydroxy- alpha , beta -unsaturated carbonyl system derives from a palladium-catalyzed C-C bond-forming reaction. In this approach, the macrocyclization employs a beta -keto sulfone as an electrofugal group and a 2-ethoxyallyl acetate as a nucleofugal group mediated by a phosphine-palladium (0) complex. In addition to facilitating anion formation and nucleophilic attack on the ( pi -allyl) palladium intermediate, the benzenesulfonyl group serves as a stereochemical control element which permits relay of stereochemical information between remote centers. The total synthesis of antibiotic A26771B is completed in 12 steps from 10-undecenal to illustrate the applicability of this methodology. Refs.