Asymmetric Synthesis of the C14–C26 Building Block of Eribulin Mesylate | Zendy

Murthy Akondi Srirama | Zendy; Mahipal Bodugum | Zendy; Chandrasekhar Srivari | Zendy

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Asymmetric Synthesis of the C14–C26 Building Block of Eribulin Mesylate

Author(s) -

Murthy Akondi Srirama,

Mahipal Bodugum,

Chandrasekhar Srivari

Publication year - 2012

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.201201119

Subject(s) - mesylate , chemistry , sharpless asymmetric dihydroxylation , dihydroxylation , eribulin , sulfone , combinatorial chemistry , enantioselective synthesis , aldehyde , block (permutation group theory) , stereochemistry , organic chemistry , cancer , medicine , breast cancer , geometry , mathematics , catalysis , metastatic breast cancer

An alternative route for the synthesis of the C14–C26 building block of the anticancer drug eribulin mesylate is described. The key steps involved in the synthesis are a Julia–Kocienski olefination between aldehyde 4 and sulfone 5 and a tandem Sharpless asymmetric dihydroxylation/S N 2 cyclisation reaction on mesyl compound 3 .

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