期刊
ADVANCED SYNTHESIS & CATALYSIS
卷 355, 期 10, 页码 1955-1962出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201300448
关键词
cycloisomerization; cyclopentadienes; Diels-Alder reaction; dienynes; gold
资金
- Ministerio de Ciencia e Innovacion (MICINN)
- FEDER [CTQ2010-15358, CTQ2009-09949/BQU]
- Junta de Castilla y Leon [BU021A09, GR-172]
An asymmetric synthesis of elusive chiral cyclopentadienes has been developed by gold(I)-catalyzed alkoxycyclization of 1,3-dien-5-ynes. The application of these substrates in completely diastereoselective Diels-Alder cycloaddition reactions, which can be carried out in one pot from achiral 1,3-dien-5-ynes, allows the preparation of highly functionalized products bearing five stereogenic centers with high enantiomeric excesses.
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