Please use this identifier to cite or link to this item: http://hdl.handle.net/10316/5157
Title: Contribution to the synthesis of chiral allenic esters
Authors: Melo, Teresa M. V. D. Pinho e 
Cardoso, Ana L. 
Gonsalves, António M. d'A. Rocha 
Storr, Richard C. 
Pessoa, João Costa 
Paixão, José A. 
Beja, Ana M. 
Silva, Manuela Ramos 
Keywords: asymmetric Wittig reaction; chiral allenes; chiral phosphorus ylides
Issue Date: 2003
Citation: Tetrahedron Letters. 44:34 (2003) 6409-6412
Abstract: A phosphorus ylide bearing a 10-phenylsulfonylisoborneol unit reacted with ketenes, generated in situ from acid chlorides and triethylamine, to give allenic compounds. The reaction with methylketene led to asymmetric induction with the selective synthesis of an allene with axial chirality corresponding to an S configuration. The structure of the chiral allene 10-phenylsulfonylisobornyl penta-2,3-dienoate was determined by X-ray crystallography. Chirooptical studies of the chiral allene derivatives were done.
URI: http://hdl.handle.net/10316/5157
DOI: 10.1016/S0040-4039(03)01585-5
Rights: openAccess
Appears in Collections:FCTUC Química - Artigos em Revistas Internacionais

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