A fast and straightforward route towards the synthesis of the lissoclimide class of anti-tumour agents

Please use this identifier to cite or link to this item: https://doi.org/10.1016/j.tet.2010.09.031

Title:	A fast and straightforward route towards the synthesis of the lissoclimide class of anti-tumour agents
Authors:	Nguyen, T.M. Vu, N.Q. Youte, J.-J. Lau, J. Cheong, A. San Ho, Y. Tan, B.S.W. Yoganathan, K. Butler, M.S. Chai, C.L.L.
Keywords:	Aldol reaction Anti-Tumour agents Lissoclimides Natural products Terpenoids
Issue Date:	20-Nov-2010
Citation:	Nguyen, T.M., Vu, N.Q., Youte, J.-J., Lau, J., Cheong, A., San Ho, Y., Tan, B.S.W., Yoganathan, K., Butler, M.S., Chai, C.L.L. (2010-11-20). A fast and straightforward route towards the synthesis of the lissoclimide class of anti-tumour agents. Tetrahedron 66 (47) : 9270-9276. ScholarBank@NUS Repository. https://doi.org/10.1016/j.tet.2010.09.031
Abstract:	The synthesis of the chiral core structure of the lissoclimide class of anti-tumour agents containing three rings, including a chiral succinimide subunit and an exocyclic double bond, has been investigated. The compound 7 was obtained, without the use of any protecting groups for the alcohol at C-12, via an asymmetric boron-mediated aldol addition as the key step to install the chiral centres of the rare succinimido methanol moiety. This was followed by a sequence of lactonisation, microwave-assisted amidation and imidation reactions. © 2010 Elsevier Ltd. All rights reserved.
Source Title:	Tetrahedron
URI:	http://scholarbank.nus.edu.sg/handle/10635/105562
ISSN:	00404020
DOI:	10.1016/j.tet.2010.09.031
Appears in Collections:	Staff Publications

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