Chiral Phosphoric Acid-Governed Anti-Diastereoselective and Enantioselective Hetero-Diels−Alder Reaction of Glyoxylate
A highly enantioselective anti-diastereoselective hetero-Diels−Alder reaction between a glyoxylate and siloxy- or methoxydienes using a chiral phosphoric acid catalyst that possesses less bulky phenyl groups at the 3 and 3′ positions of binaphthyl has been developed. The diastereoselectivities prese...
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| Published in: | Journal of the American Chemical Society Vol. 131; no. 36; pp. 12882 - 12883 |
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| Main Authors: | , , |
| Format: | Journal Article |
| Language: | English |
| Published: |
United States
American Chemical Society
16-09-2009
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| Online Access: | Get full text |
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| Summary: | A highly enantioselective anti-diastereoselective hetero-Diels−Alder reaction between a glyoxylate and siloxy- or methoxydienes using a chiral phosphoric acid catalyst that possesses less bulky phenyl groups at the 3 and 3′ positions of binaphthyl has been developed. The diastereoselectivities presented are disparate to those previously reported for hetero-Diels−Alder reactions catalyzed by a chiral Lewis acid. |
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| Bibliography: | ObjectType-Article-1 SourceType-Scholarly Journals-1 ObjectType-Feature-2 content type line 23 |
| ISSN: | 0002-7863 1520-5126 |
| DOI: | 10.1021/ja904749x |