Highly Enantioselective [3+2] Annulation of Cyclic Enol Silyl Ethers with Donor–Acceptor Cyclopropanes: Accessing  3a ‐Hydroxy [ n .3.0]Carbobicycles | Zendy

Xu Hao | Zendy; Qu JianPing | Zendy; Liao Saihu | Zendy; Xiong Hu | Zendy; Tang Yong | Zendy

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Highly Enantioselective [3+2] Annulation of Cyclic Enol Silyl Ethers with Donor–Acceptor Cyclopropanes: Accessing 3a ‐Hydroxy [ n .3.0]Carbobicycles

Author(s) -

Xu Hao,

Qu JianPing,

Liao Saihu,

Xiong Hu,

Tang Yong

Publication year - 2013

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.201300032

Subject(s) - enol , silylation , enantioselective synthesis , benzene , annulation , catalysis , chemistry , computer science , service (business) , world wide web , organic chemistry , information retrieval , business , marketing

A new fuse : The title reaction was realized using a new bisoxazoline (BOX)/Cu II catalyst. This reaction works well with cyclic enol silyl ethers of different sizes, and can be extended to dienol and benzene‐fused substrates, thus providing an effective and general access to a range of 3a ‐hydroxy [ n. 3.0]carbobicycles which are found as a core structure in many natural products. TBDPS= tert ‐butyldiphenylsilyl.

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