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A Model for the Nonenzymatic BCD Cyclization of Squalene
Author(s) -
Zhou ShengZe,
Sey Mario,
De Clercq Pierre J.,
Milanesio Marco,
Viterbo Davide
Publication year - 2000
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/1521-3773(20000818)39:16<2861::aid-anie2861>3.0.co;2-w
Subject(s) - squalene , terpenoid , ring (chemistry) , chemistry , stereochemistry , terpene , organic chemistry
The Lewis acid catalyzed cyclization of squalene analogues which are constrained at the 11,12 bond leads to products with BCD ring structures typical of terpenoids. The structure of the product given in the example in Equation (1) was determined by X‐ray diffraction studies.