Short-step synthesis of droloxifene via the three-component coupling reaction among aromatic aldehyde, cinnamyltrimethylsilane, and β-chlorophenetole

Authors :: Sano, Yoshiyuki
Shiina, Isamu
Source :: Tetrahedron Letters: International Organ for the Rapid Publication of Preliminary Communications in Organic Chemistry. Mar2006, Vol. 47 Issue 10, p1631-1635. 5p.
Publication Year :: 2006
Abstract: Abstract: A short-step route for the preparation of droloxifene has been established via the novel three-component coupling reaction among 3-pivaloyloxybenzaldehyde, cinnamyltrimethylsilane, and β-chlorophenetole, the successive installation of the side-chain part, and the base-induced migration of the double bond. The present synthesis of tetra-substituted ethylene moieties is a widely applicable strategy for producing a variety of SERMs (selective estrogen receptor modulators) and SARMs (selective androgen receptor modulators), such as tamoxifen, raloxifene, and other compounds that can lead to new drugs. [Copyright &y& Elsevier]

Subjects :: *ESTROGEN antagonists
*ORGANIC compounds
*STEROID hormones
*TAMOXIFEN

Language :: English
ISSN :: 00404039
Volume :: 47
Issue :: 10
Database :: Academic Search Index
Journal :: Tetrahedron Letters: International Organ for the Rapid Publication of Preliminary Communications in Organic Chemistry
Publication Type :: Academic Journal
Accession number :: 19589207
Full Text :: https://doi.org/10.1016/j.tetlet.2005.12.117

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