105941-67-1Relevant academic research and scientific papers
Addition of allyltrichlorostannanes to aldehydes: application in the synthesis of 4-N-Boc-amino-3-hydroxy ketones
Dias, Luiz C.,Fattori, Juliana,Perez, Carla Cristina
, p. 557 - 561 (2008)
We wish to describe here the diastereoselective reaction between chiral N-Boc-α-amino aldehydes and achiral allyltrichlorostannanes leading to 1,2-syn-N-Boc-α-amino alcohols, which are treated with catalytic amounts of OsO4 in the presence of N
An efficient procedure for the synthesis of 2-N-Boc-amino-3,5-diols
Dias, Luiz C.,Fattori, Juliana,Perez, Carla C.,de Oliveira, Vanda M.,Aguilar, Andrea M.
, p. 5891 - 5903 (2008/12/22)
We wish to describe here the diastereoselective reaction between chiral N-Boc-α-amino aldehydes with both achiral allyltrichlorostannanes leading to 1,2-syn-N-Boc-α-amino alcohols, which are easily converted to the corresponding 4-N-Boc-amino-3-hydroxy ketones after treatment with catalytic amounts of OsO4 in the presence of NaIO4. After reduction of the carbonyl function, these 4-N-Boc-amino-3-hydroxy ketones were converted to 1-deoxy-5-hydroxy sphingosine analogues.
Preparation of 2-trimethylsilylmethyl-1-alkene; cross-coupling and protodesilylation sequence from 1,1-dibromo-1-alkene
Uenishi, Jun'ichi,Iwamoto, Takuya,Ohmi, Masashi
, p. 1237 - 1240 (2007/10/03)
A new method for the preparation of exomethylene type allylsilane is described. Selective mono-protodesilylation of 1-trimethylsilyl-2-trimethylsilylmethyl-2-alkenes 2 with PPTS afforded 2-trimethylsilylmethyl-1-alkenes 4 in excellent yields. Since the resulting allylsilanes 4 possess an exomethylene unit, the reactions of 4 with carbonyl compounds in the presence of Lewis acids gave the corresponding product 7 having an exomethylene unit in excellent yields.
Allyltrichlorostannane additions to chiral aldehydes
Dias, Luiz Carlos,Dos Santos, Débora Ribeiro,Steil, Leonardo José
, p. 6861 - 6866 (2007/10/03)
Chiral and achiral allyltrichlorostannanes reacted with chiral β-alkoxy and syn and anti α-methyl-β-alkoxy aldehydes to give the corresponding homoallylic alcohols with moderate to high diastereoselectivities.
Allyltrichlorostannane additions to α-amino aldehydes: Application to the total synthesis of the aspartyl protease inhibitors L-682,679, L-684,414, L-685,434, and L-685,458
Dias, Luiz C.,Diaz, Gaspar,Ferreira, Andrea A.,Meira, Paulo R. R.,Ferreira, Edílson
, p. 603 - 622 (2007/10/03)
The hydroxyethylene dipeptide isosteres L-682,679, L-684,414, L-685,434, and L-685,458 were synthesized in a few steps by a sequence involving an allyltrichlorostannane coupling with an α-amino aldehyde, followed by hydroboration of the corresponding 1,2-
Organozinc reagents in synthesis: The facile generation of 2-(trialkylsilyl)prop-2-enylzinc from 2-bromo-1-trimethylsilylprop-2-ene
Eshelby, James J.,Parsons, Philip J.,Crowley, Patrick J.
, p. 191 - 199 (2007/10/03)
A range of electrophiles react with 2-(trimethylsilyl)prop-2-enylzinc chloride, which is prepared by sequentially treating 2-bromo-1-trimethylsilylprop-2-ene with ButLi and then zinc chloride. The addition of transition metal catalysts can alter the reactivity of the organometallic compound from prop-2-enylation to prop-1-en-2-ylation.
SILYL-SUBSTITUTED ?-ALLYLNICKEL HALIDES. A CONVENIENT SYNTHESIS OF ALLYLSILANES.
Molander, Gary A.,Shubert, David C.
, p. 787 - 790 (2007/10/02)
2-Trimethylsilylmethyl-?-allylnickel bromide can be prepared cleanly in high yields from 3-bromo-2-(trimethylsilylmethyl)propene and Ni(COD)2.The reagent so generated reacts with a variety of organic halides, generating functionalized allylsilanes.
