Výsledky vyhledávání - "Buddy Soto-Cairoli"

Strict Reagent Control in the Asymmetric Allylboration of N-TIPS-α-Amino Aldehydes with the B-Allyl-10-TMS-9-borabicyclo[3.3.2]decanes

Autor: Buddy Soto-Cairoli, John A. Soderquist

Publikováno v: Organic Letters. 11:401-404

The allylboration of enantiomerically pure N-triisopropylsilyl-alpha-amino aldehydes (2) with B-allyl-10-trimethylsilyl-9-borabicyclo[3.3.2]decanes (1) proceeds cleanly at -78 degrees C, exhibiting essentially complete reagent control. After an oxida

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::237a370d09b818866a4e70314098ab59
https://doi.org/10.1021/ol802685e

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Enantiomerically Pure α-Amino Aldehydes from Silylated α-Amino Acids

Autor: Buddy Soto-Cairoli, John A. Soderquist, Jorge C. Justo de Pomar

Publikováno v: Organic Letters. 10:333-336

The disilylation of alpha-amino acids 1 to provide 2 (72-87%) was achieved without racemization. An unprecedented borane-mediated semi-reduction strategy was devised to convert 2 to stable, isolable oxazaborolidines 3 (100%) which were hydrolyzed to

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::db576c12f03dd13a877ea2810ef88f8e
https://doi.org/10.1021/ol7028993

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ChemInform Abstract: Enantiomerically Pure α-Amino Aldehydes from Silylated α-Amino Acids

Autor: John A. Soderquist, Jorge C. Justo de Pomar, Buddy Soto-Cairoli

Publikováno v: ChemInform. 39

The disilylation of α-amino acids 1 to provide 2 (72−87%) was achieved without racemization. An unprecedented borane-mediated semi-reduction strategy was devised to convert 2 to stable, isolable oxazaborolidines 3 (100%) which were hydrolyzed to p

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_________::6dd0a5622571cc070928bd46585dfb86
https://doi.org/10.1002/chin.200826190

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Selective Triisopropylsilylation of α-Amino Acids: Protection without Racemization

Autor: John A. Soderquist, Buddy Soto-Cairoli, Iveliz Kock, Guang Yang, Jorge Justo de Pomar, José M. Guzmán, Javier R. González, Augie Antomattei

Publikováno v: HETEROCYCLES. 80:409

The mono-, di- and trisilylation of α-amino acids with TIPSOTf is described. Treatment of the α-amino acids, proline and tryptophan with TIPSOTf in MeCN provides a quantitative yield of the corresponding ammonium salts of the O-TIPS esters (4). Emp

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_________::5ff467c6199584107c67cdb529bf4203
https://doi.org/10.3987/com-09-s(s)37

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