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Intermolecular Double Prins-Type Cyclization: A Facile and Efficient Synthesis of 1,6-Dioxecanes
- Authors
- Ullapu, Punna Reddy; Min, Sun-Joon; Chavre, Satish N.; Choo, Hyunah; Lee, Jae Kyun; Pae, Ae Nim; Kim, Youseung; Chang, Moon Ho; Cho, Yong Seo
- Issue Date
- Mar-2009
- Publisher
- John Wiley & Sons Ltd.
- Keywords
- cyclization; Diels-Alder reaction; Prins-type reaction; silanes; synthetic methods
- Citation
- Angewandte Chemie - International Edition, v.48, no.12, pp 2196 - 2200
- Pages
- 5
- Indexed
- SCOPUS
- Journal Title
- Angewandte Chemie - International Edition
- Volume
- 48
- Number
- 12
- Start Page
- 2196
- End Page
- 2200
- ISSN
- 1433-7851
1521-3773
- Abstract
- (Chemical Equation Presented) Double or nothing: The title reaction converts a range of aromatic aldehydes and allenylmethyl/allyl silanes into 1,6-dioxecane derivatives in good to excellent yields (see scheme; Ar=aryl, Tf=triflate, THF=tetrahydrofuran, TMS=trimethylsilyl). In addition, the bisdiene product has been transformed into the corresponding tricyclic compound through a Diels-Alder reaction.
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Related Researcher
- Min, Sun Joon
- ERICA 공학대학 (ERICA 에너지바이오학과)