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A Unified Approach for the Total Synthesis of cyclo ‐Archaeol, iso ‐Caldarchaeol, Caldarchaeol, and Mycoketide
Author(s) -
Andringa Ruben L. H.,
Kok Niels A. W.,
Driessen Arnold J. M.,
Minnaard Adriaan J.
Publication year - 2021
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.202104759
Subject(s) - stereocenter , alkene , stereoselectivity , total synthesis , chemistry , stereochemistry , enantioselective synthesis , organic chemistry , catalysis , combinatorial chemistry
Ir‐catalyzed asymmetric alkene hydrogenation is presented as the strategy par excellence to prepare saturated isoprenoids and mycoketides. This highly stereoselective synthesis approach is combined with an established 13 C‐NMR method to determine the enantioselectivity of each methyl‐branched stereocenter. It is shown that this analysis is fit for purpose and the combination allows the synthesis of the title compounds with a significant increase in efficiency.