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Org Biomol Chem
; 15(8): 1863-1871, 2017 Feb 22.
Article
in English
| MEDLINE
| ID: mdl-28165093
ABSTRACT
The first asymmetric total synthesis of a 16-membered macrolide, aspergillide D, is described. The chiral centers of the acid are derived from d-ribose and the alcohol subunit from 1,8-octane diol through Sharpless kinetic resolution, respectively. The other key reactions include Yamaguchi esterification, ring-closing metathesis reaction, and Shiina macrolactonization to construct the fully functionalized macrocycle.