Synthesis of (1α, 7α, 8β)-(±)-8-Methyl-2-methylenebicyclo[5.3.0]dec-5-en-8-ol. Structure Revision of Natural Dictamnol

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概要

• 論文の詳細を見る

• The total synthesis of the title compound (±)-1 is described. The key step in the synthesis of this cis-fused trinor-guaiane is the base-induced and -directed rearrangement of the tosylate ester 4. Because of differences in the spectral data of synthetic (±)-1 and natural dictamnol, a trinor-guaiane isolated from Dictamnus dasycarpus TURCZ., a revised structure for the natural product is proposed. Nuclear Overhauser effect (NOE) difference experiments and a detailed investigation of the air-induced cyclization reaction of pregeijerene, isolated from Amyris diatrypa SPRENGEL, support the structure revision of natural dictamnol.

• 公益社団法人日本薬学会の論文
• 1996-07-15

著者

• Groot Aede

  Department Of Organic Chemistry Wageningen Agricultural University

• Beek Teris

  Department Of Organic Chemistry Wageningen Agricultural University

• PIET Dennis

  Department of Organic Chemistry, Wageningen Agricultural University

• ORRU Romano

  Department of Organic Chemistry, Wageningen Agricultural University

• JENNISKENS Louis

  Department of Organic Chemistry, Wageningen Agricultural University

• HAAR Cees

  Department of Organic Chemistry, Wageningen Agricultural University

• FRANSSEN Maurice

  Department of Organic Chemistry, Wageningen Agricultural University

• WIJNBERG Joannes

  Department of Organic Chemistry, Wageningen Agricultural University

• Haar Cees

  Department Of Organic Chemistry Wageningen Agricultural University

• Orru Romano

  Department Of Organic Chemistry Wageningen Agricultural University

• Piet Dennis

  Department Of Organic Chemistry Wageningen Agricultural University

• Franssen Maurice

  Department Of Organic Chemistry Wageningen Agricultural University

• Jenniskens Louis

  Department Of Organic Chemistry Wageningen Agricultural University

• Wijnberg Joannes

  Department Of Organic Chemistry Wageningen Agricultural University

• GROOT Aede

  Ddepartment of Organic Chemistry, Wageningen Agricultural University

関連論文

• Synthesis of (1α, 7α, 8β)-(±)-8-Methyl-2-methylenebicyclo[5.3.0]dec-5-en-8-ol. Structure Revision of Natural Dictamnol

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