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A Versatile and Efficient Synthesis of Annulated Cyclopentanes by Stereoselective [3 + 2] Cycloaddition of Allylsilanes and Cycloalkenyl Methyl Ketones
Author(s) -
Knölker HansJoachim,
Foitzik Norbert,
Graf Regina,
Goesmann Helmut
Publication year - 1993
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.199310811
Subject(s) - cyclopentanes , annulation , cycloaddition , stereoselectivity , chemistry , silylation , cationic polymerization , organic chemistry , medicinal chemistry , stereochemistry , catalysis
Useful precursors for cyclopentanoid natural products and for compounds with medium‐sized rings can be prepared by the title reaction (a). This new annulation reaction is postulated to involve a cationic 1,2‐silyl shift proceeding via a pentavalent silicon center.
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