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Application of Asymmetric Ylide Cyclopropanation in the Total Synthesis of Halicholactone
Author(s) -
Zhu ChunYin,
Cao XiaoYu,
Zhu BenHu,
Deng Chao,
Sun XiuLi,
Wang BiQin,
Shen Qi,
Tang Yong
Publication year - 2009
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.200901685
Subject(s) - cyclopropanation , ylide , yield (engineering) , total synthesis , chemistry , stereochemistry , organic chemistry , catalysis , materials science , metallurgy
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.