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Studies towards Trichodimerol: Novel Cascade Reactions and Polycyclic Frameworks
Author(s) -
Nicolaou K. C.,
Jautelat Rolf,
Vassilikogiannakis Georgios,
Baran Phil S.,
Simonsen Klaus B.
Publication year - 1999
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/(sici)1521-3765(19991203)5:12<3651::aid-chem3651>3.0.co;2-y
Subject(s) - aldol reaction , regioselectivity , enol , cascade , chemistry , silylation , combinatorial chemistry , cascade reaction , aldol condensation , computational chemistry , organic chemistry , catalysis , chromatography
New insight into the mild and regioselective formation of silyl enol ethers , a new way to synthesize β ‐ketal ketones by a novel variation of the Mukaiyama Aldol reaction, and a number of unprecedented cascade reactions that furnish novel polycyclic, highly oxygenated compounds from simple starting materials are some of the key results from these studies (see scheme). In addition, the first detailed proposed mechanism for the biosynthesis of trichodimerol is presented. Trichodimerol is important because of its potential medical use against septic shock.