Asymmetric Synthesis of Multisubstituted Dihydrobenzofurans by Intramolecular Conjugate Addition of Short-Lived C–O Axially Chiral Enolates

• Tomohara Keisuke

  Institute for Chemical Research, Kyoto University

• Kasamatsu Koji

  Institute for Chemical Research, Kyoto University

• Yoshimura Tomoyuki

  Faculty of Pharmaceutical Sciences, Institute of Medical, Pharmaceutical, and Health Sciences, Kanazawa University

• Furuta Takumi

  Institute for Chemical Research, Kyoto University

• Kawabata Takeo

  Institute for Chemical Research, Kyoto University

抄録

Enantioselective intramolecular conjugate addition reactions of short-lived C–O axially chiral enolates have been developed. The reactions proceeded with inversion of the configuration and provided dihydrobenzofurans with contiguous tetra- and trisubstituted carbon centers in up to 96% enantiomeric excess (ee).

収録刊行物

• ＣＨＥＭＩＣＡＬ　＆　ＰＨＡＲＭＡＣＥＵＴＩＣＡＬ　ＢＵＬＬＥＴＩＮ

  ＣＨＥＭＩＣＡＬ　＆　ＰＨＡＲＭＡＣＥＵＴＩＣＡＬ　ＢＵＬＬＥＴＩＮ 64 (7), 899-906, 2016

  公益社団法人 日本薬学会

キーワード

• axially chiral enolate
• asymmetric synthesis
• chiral C–O axis
• dihydrobenzofuran
• conjugate addition
• restricted bond rotation

詳細情報

• CRID: 1390001204177414400
• NII論文ID: 130005160045
• NII書誌ID: AA00602100
• DOI: 10.1248/cpb.c16-00272
• ISSN: 13475223
• ISSN: 00092363
• NDL書誌ID: 027451655
• PubMed: 27150792
• Web Site: http://hdl.handle.net/2297/45908
• Web Site: http://hdl.handle.net/2297/46146
• Web Site: https://ndlsearch.ndl.go.jp/books/R000000004-I027451655
• Web Site: https://www.jstage.jst.go.jp/article/cpb/64/7/64_c16-00272/_pdf
• 本文言語コード: en
• データソース種別:
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