Synthesis of bastadin analogs through an SNAr coupling strategy

Tetrahedron Letters

Volumn 43, Issue 52, 2002, Pages 9657-9661

  Bailey, Karl L ^a   Molinski, Tadeusz F ^a  

^a UNIVERSITY OF CALIFORNIA   (United States)

Author keywords

Bastadins; Ca2+ channel; Horner Emmons; Nucleophilic aromatic substitution; RyR 1

Indexed keywords

AMIDE; BASTADIN 5; BENZALDEHYDE DERIVATIVE; BROMINE DERIVATIVE; CALCIUM CHANNEL STIMULATING AGENT; DIPHENYL ETHER DERIVATIVE; ETHER DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; DRUG POTENCY; DRUG STRUCTURE; DRUG SYNTHESIS;

EID: 0037164681     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(02)02378-X     Document Type: Article

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40. Model studies were carried out on deprotection of the final products. For example, exposure of the model compound i to selective ether cleavage conditions gave ii in excellent yield (Bailey, K. L.; Molinski, T. F., unpublished; Boger, D. L.; Weng, J. H.; Miyazaki, S.; McAtee, J. J.; Castle, S. L.; Kim, S. H.; Mori, Y.; Rogel, O.; Strittmatter, H.; Jin, Q. J. Am. Chem. Soc. 2000, 122, 10047-10055).
41. Model studies were carried out on deprotection of the final products. For example, exposure of the model compound i to selective ether cleavage conditions gave ii in excellent yield (Bailey, K. L.; Molinski, T. F., unpublished; Boger, D. L.; Weng, J. H.; Miyazaki, S.; McAtee, J. J.; Castle, S. L.; Kim, S. H.; Mori, Y.; Rogel, O.; Strittmatter, H.; Jin, Q. J. Am. Chem. Soc. 2000, 122, 10047-10055).
42. NAr substitution - is the subject of current investigation in our lab.