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Stereodivergent Total Synthesis of (+)‐Aspergillide B and (+)‐7‐ epi ‐Aspergillide A
Author(s) -
Sridhar Y.,
Srihari P.
Publication year - 2013
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201201155
Subject(s) - chemistry , hydrosilylation , stereoselectivity , alkynylation , total synthesis , stereochemistry , enantioselective synthesis , mitsunobu reaction , organic chemistry , catalysis
The stereoselective total syntheses of (+)‐aspergillide B and (+)‐7‐epi‐aspergillide A were achieved. The key reactions include Noyori's asymmetric transfer hydrogenation, an Achmatowicz rearrangement, a Ferrier‐type alkynylation, a hydrosilylation–protodesilylation, a CBS (Corey–Bakshi–Shibata) oxazaborolidine reduction, a Yamaguchi macrolactonization, and a Mitsunobu macrolactonization.