Total Synthesis of Marine Natural Products Serinolamide A and Columbamide D | Zendy

Ganesh S. Ghotekar | Zendy; Mohammad Mujahid | Zendy; M. Muthukrishnan | Zendy

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Total Synthesis of Marine Natural Products Serinolamide A and Columbamide D

Author(s) -

Ganesh S. Ghotekar,

Mohammad Mujahid,

M. Muthukrishnan

Publication year - 2019

Publication title -

acs omega

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.779

H-Index - 40

ISSN - 2470-1343

DOI - 10.1021/acsomega.8b03417

Subject(s) - total synthesis , kinetic resolution , mitsunobu reaction , metathesis , claisen rearrangement , chemistry , grignard reaction , stereochemistry , combinatorial chemistry , natural product , organic chemistry , enantioselective synthesis , catalysis , polymer , reagent , polymerization

In this report, an expeditious synthesis of two new biologically active marine natural products serinolamide A and columbamide D is documented. This convergent approach involves the key steps such as hydrolytic kinetic resolution, cross metathesis, Grignard reaction, Johnson-Claisen rearrangement, Mitsunobu, and so forth. Both of the target molecules were obtained from a common precursor ( R )- 7 with high enantioselectivity, less synthetic steps, and in good overall yields (serinolamide A 66% and columbamide D 62%).

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