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Total Synthesis of Brevetoxin A: Part 1: First Generation Strategy and Construction of BCD Ring System
Author(s) -
Nicolaou K. C.,
Bunnage Mark E.,
McGarry Daniel G.,
Shi Shuhao,
Somers Patricia K.,
Wallace Paul A.,
Chu XinJie,
Agrios Konstantinos A.,
Gunzner Janet L.,
Yang Zhen
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(19990201)5:2<599::aid-chem599>3.0.co;2-n
Subject(s) - ring (chemistry) , total synthesis , dissection (medical) , stereochemistry , chemistry , medicine , surgery , organic chemistry
Dissection of brevetoxin A at the nine‐membered ring site (ring E) formed the basis of the first generation strategy for the total synthesis of this molecule. Unfortuately the planned hydroxy dithioketal cyclization to form the crucial nonacene did not proceed as anticipated and this approach was discontinued.