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Total Synthesis of Brevetoxin A: Part 2: Second Generation Strategy and Construction of EFGH Model System
Author(s) -
Nicolaou K. C.,
Wallace Paul A.,
Shi Shuhao,
Ouellette Michael A.,
Bunnage Mark E.,
Gunzner Janet L.,
Agrios Konstantinos A.,
Shi Guoqiang,
Gärtner Peter,
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<618::aid-chem618>3.0.co;2-i
Subject(s) - total synthesis , ring (chemistry) , chemistry , stereochemistry , organic chemistry
Dissection at the ring F oxocene of brevetoxin A formed the basis of the second generation strategy for the total synthesis of this molecule. In this case the planned hydroxy ketal cyclization was successful, and selective reduction of the resulting product gave the EFGH ring system of the target molecule.