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Most Requested Journal Articles 4Q04-Chemistry and Related Science

Following is one of the journal articles most requested by researchers using CAS online services.

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CAS indexed 105 chemical substances from this document. CAS subject entries for this document include: Synthons; Coupling reaction; Lactonization; and 7 additional concepts.

CAPLUS COPYRIGHT 2005 ACS on STN

TITLE:	Total Synthesis of Apoptolidin: Construction of Enantiomerically Pure Fragments
AUTHOR(S):	Nicolaou, K. C.; Fylaktakidou, Konstantina C.; Monenschein, Holger; Li, Yiwei; Weyershausen, Bernd; Mitchell, Helen J.; Wei, Heng-Xu; Guntupalli, Prasuna; Hepworth, David; Sugita, Kazuyuki
CORPORATE SOURCE:	Department of Chemistry and The Skaggs Institute for Chemical Biology, The Scripps Research Institute, La Jolla, CA, 92037, USA
SOURCE:	Journal of the American Chemical Society (2003), 125(50), 15433-15442 CODEN: JACSAT; ISSN: 0002-7863
PUBLISHER:	American Chemical Society
LANGUAGE:	English

ABSTRACT:
A general strategy for the total synthesis of the antitumor agent apoptolidin is proposed, and the chem. synthesis of the defined key building blocks in their enantiomerically pure forms is described. The projected total synthesis calls for a dithiane coupling reaction to construct the C20-C21 bond, a Stille coupling reaction to form the C11-C12 bond, and a Yamaguchi macrolactonization to assemble the macrolide ring, as well as two glycosidation reactions to fuse the carbohydrate units onto the mol. First and second generation syntheses to the required fragments for apoptolidin are described.

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