In the section A of the thesis is presented a stereoselective synthesis of b-hydroxy-a -amino acids b-substituted with a 4,5 dihydroisoxazole nucleus through an aldol type reaction between Schollkopf reagent and isoxazolynil aldehydes and ketones. In the section B is presented the preparation of allyl- or crotylsilane in high dr and er via the lithiation-borylation reaction of alkylcarbamates with silaboronates.The synthesis of quaternary allylsilane through a related strategy is also presented.

STEREOSELECTIVE SYNTHESIS OF A-AMINO ACIDS B-SUBSTITUTED WITH A 4,5-DIHYDROISOXAZOLE NUCLEUS AND OF TERTIARY AND QUATERNARY ALLYLSILANES / M. Gallanti ; coordinatore: D. Roberto ; tutor: P. Dalla Croce ; co-tutor: C. La Rosa. Università degli Studi di Milano, 2012 Jan 13. 24. ciclo, Anno Accademico 2011. [10.13130/gallanti-maddalena_phd2012-01-13].

STEREOSELECTIVE SYNTHESIS OF A-AMINO ACIDS B-SUBSTITUTED WITH A 4,5-DIHYDROISOXAZOLE NUCLEUS AND OF TERTIARY AND QUATERNARY ALLYLSILANES

M. Gallanti
2012

Abstract

In the section A of the thesis is presented a stereoselective synthesis of b-hydroxy-a -amino acids b-substituted with a 4,5 dihydroisoxazole nucleus through an aldol type reaction between Schollkopf reagent and isoxazolynil aldehydes and ketones. In the section B is presented the preparation of allyl- or crotylsilane in high dr and er via the lithiation-borylation reaction of alkylcarbamates with silaboronates.The synthesis of quaternary allylsilane through a related strategy is also presented.
13-gen-2012
Settore CHIM/06 - Chimica Organica
Stereoselective synthesis ; Schollkopf reagent ; aldol type reaction ; 4,5-dihydroisoxazole ; lithiation-borylation ; tertiary allylsilanes ; tertiary crotylsilanes ; quaternary allylsilanes ; lithithed carbamates
DALLA CROCE, PIERO
ROBERTO, DOMINIQUE MARIE
Doctoral Thesis
STEREOSELECTIVE SYNTHESIS OF A-AMINO ACIDS B-SUBSTITUTED WITH A 4,5-DIHYDROISOXAZOLE NUCLEUS AND OF TERTIARY AND QUATERNARY ALLYLSILANES / M. Gallanti ; coordinatore: D. Roberto ; tutor: P. Dalla Croce ; co-tutor: C. La Rosa. Università degli Studi di Milano, 2012 Jan 13. 24. ciclo, Anno Accademico 2011. [10.13130/gallanti-maddalena_phd2012-01-13].
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/2434/168366
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