Stereoselective Reactions with Stabilized Carbocations

Benzylic carbocations, which are easily generated in situ from alcohols or acetates by Brønsted or Lewis acids, undergo selective facial discrimination in diastereoselective reactions (see scheme; FG=functional group). The A values are responsible for the facial selectivity. Catalytic amounts of various Lewis acids can be employed in discriminating one face of the carbocation.


Published in:
Angewandte Chemie International Edition, 49, 2, 256-259
Year:
2009
Publisher:
Wiley-Blackwell
ISSN:
1521-3773
Laboratories:




 Record created 2011-02-06, last modified 2018-03-17


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