期刊
BIOORGANIC & MEDICINAL CHEMISTRY
卷 17, 期 12, 页码 4197-4205出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.bmc.2009.02.036
关键词
Spinosyns; Natural Products; Semi-synthesis; Olefin cross-metathesis
The discovery of a strain of Saccharopolyspora sp. that produced a number of spinosyn analogs that had not before been seen gave an ideal opportunity for extending our knowledge of that SAR of these highly efficacious insecticides. In particular, these compounds contained a butenyl group connected to C-21 which in the regular spinosyns was substituted with a simple ethyl group. The double bond therefore gave us a handle to further modify this position allowing us to substitute different groups there. In this paper we show one of our approaches to this modi. cation using olefin cross-metathesis. Even though the spinosyns were not highly efficient substrates for metathesis reactions, we were nevertheless successful in extending their chemistry accordingly. (C) 2009 Elsevier Ltd. All rights reserved.
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