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Stereoselective Approaches for Building the C14‐C21 Fragment of Eribulin
Author(s) -
Kumar Mallurwar Naveen,
Khatravath Mahender,
Konda Saidulu,
Thatikonda Thanusha,
Iqbal Javed,
Arya Prabhat
Publication year - 2021
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.202004001
Subject(s) - eribulin , stereoselectivity , fragment (logic) , tetrahydrofuran , diastereomer , tartaric acid , key (lock) , chemistry , stereochemistry , combinatorial chemistry , computer science , organic chemistry , biology , programming language , catalysis , genetics , metastatic breast cancer , computer security , cancer , solvent , breast cancer , citric acid
Herein, we report a practical stereoselective synthesis of C14‐C21 and C15‐C21 tetrahydrofuran‐based fragment of eribulin using two different approaches. The approach utilizes iodoetherification and intra molecular oxa‐Michael additions as key steps in individual approaches using R,R‐tartaric acid and L‐ascorbic acids as cost effective chiral starting materials.