Application of Asymmetric Ylide Cyclopropanation in the Total Synthesis of Halicholactone

Application of Asymmetric Ylide Cyclopropanation in the Total Synthesis of Halicholactone

Efficient shortcut: The use of the well‐known cyclopropanation reaction provided facile access to the main fragment of halicholactone with excellent enantioselectivity and diastereoselectivity in only five steps (see scheme). This enabled the total synthesis of halicholactone with an overall yield o...

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Veröffentlicht in:Chemistry : a European journal 2009-11, Vol.15 (43), p.11465-11468
Hauptverfasser: Zhu, Chun-Yin, Cao, Xiao-Yu, Zhu, Ben-Hu, Deng, Chao, Sun, Xiu-Li, Wang, Bi-Qin, Shen, Qi, Tang, Yong
Format: Artikel
Sprache:eng
Schlagworte:
Catalysis
cyclopropanation
Cyclopropanes - chemistry
halicholactone
Lactones - chemical synthesis
Lactones - chemistry
Osmium Tetroxide - chemistry
ring-closing metathesis
Stereoisomerism
total synthesis
ylides
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Zusammenfassung:Efficient shortcut: The use of the well‐known cyclopropanation reaction provided facile access to the main fragment of halicholactone with excellent enantioselectivity and diastereoselectivity in only five steps (see scheme). This enabled the total synthesis of halicholactone with an overall yield of 11.2 % in the shortest synthetic route so far.
ISSN:0947-6539
1521-3765
DOI:10.1002/chem.200901685