158012-72-7Relevant academic research and scientific papers
Substrate-Controlled Diastereoselectivity Reversal in NHC-Catalyzed Cross-Benzoin Reactions Using N-Boc-N-Bn-Protected α-Amino Aldehydes
Haghshenas, Pouyan,Quail, J. Wilson,Gravel, Michel
, p. 12075 - 12083 (2016/12/23)
The effectiveness of utilizing N-Bn-N-Boc-α-amino aldehydes in cross-benzoin reactions with heteroaromatic aldehydes is demonstrated. The reaction is both chemoselective and syn-selective, making it complementary to the anti-selective cross-benzoin reaction of NHBoc-α-amino aldehydes. Good diastereoselectivity is obtained for a variety of amino aldehydes, including nonhindered ones. A Felkin-Anh model can be used to rationalize the observed diastereoselectivity.
Synthesis of N,N-Diprotected L-Serinals
Golebiowski, A.,Gorins, G.,Johnson, C. R.,Kiciak, K.
, p. 685 - 690 (2007/10/02)
Four variously protected L-serinals have been synthesized from L-serine via reduction of the respective methyl esters followed by the Swern oxidation.Key words: Serinals, protecting groups, amino aldehydes, synthesis
