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Total Synthesis of the Spliceosome Modulator Pladienolide B via Asymmetric Alcohol‐Mediated syn ‐ and anti ‐Diastereoselective Carbonyl Crotylation
Author(s) -
Yoo Minjin,
Krische Michael J.
Publication year - 2021
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.202103845
Subject(s) - spliceosome , alcohol , chemistry , stereochemistry , organic chemistry , biochemistry , rna splicing , rna , gene
Abstract The potent spliceosome modulator pladienolide B, which bears 10 stereogenic centers, is prepared in 10 steps (LLS). Asymmetric alcohol‐mediated carbonyl crotylations catalyzed by ruthenium and iridium that occur with syn ‐ and anti ‐diastereoselectivity, respectively, were used to form the C20‐C21 and C10‐C11 C−C bonds.