The first total synthesis of (-)-solanapyrone E based on Domino Michael strategy

Organic Letters

Volumn 3, Issue 2, 2001, Pages 251-254

  Hagiwara, Hisahiro ^a   Kobayashi, Katsuhiro ^a   Miya, Shigeki ^a   Hoshi, Takashi ^a   Suzuki, Toshio ^a   Ando, Masayoshi ^a  

^a NIIGATA UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

MYCOTOXIN; NAPHTHALENE DERIVATIVE; PYRONE DERIVATIVE; SOLANAPYRONE B;

ALTERNARIA; ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; CONFORMATION; KINETICS; STEREOISOMERISM; SYNTHESIS;

ALTERNARIA; KINETICS; MODELS, MOLECULAR; MOLECULAR CONFORMATION; MYCOTOXINS; NAPHTHALENES; PYRONES; STEREOISOMERISM;

EID: 0035945744     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol006893h     Document Type: Article

References (16)

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9. All new compounds from 9 to 14 and 16 gave satisfactory combustion analyses. Compounds 15 and 17 were used for further transformation without purification. Compounds 22-27 were transformed soon after purification.
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11. Molecular modeling was performed using PCMODEL (Serena Software, Bloomington, IN).
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16. 3 at 20 °C were as follows: 8 [α]D +43.1 (c 1.01), 9 [α]D +43.8 (c 1.00), 10 [α]D +20.3 (c 1.00), 11 [α]D +27.1 (c 1.00), 12 [α]D +39.5 (c 1.00), 13 [α]D-31.2 (c 1.00), 14 [α]D -29.9 (c 1.10), 16 [α]D -126.8 (c 1.07), and 26 [α]D -121.7 (c 0.98).