87702-55-4Relevant academic research and scientific papers
Diastereoselective Radical Hydrogen Transfer Reactions using N-Heterocyclic Carbene Boranes
Tambutet, Guillaume,Guindon, Yvan
, p. 11427 - 11431 (2016/11/28)
Reported herein are the first diastereoselective and Lewis acid-mediated radical reactions of N-heterocyclic carbene (NHC) boranes. We applied these reactions to the synthesis of four propionate diastereoisomers combining an aldol reaction, followed by a stereoselective radical-based reduction in which the NHC borane serves as the hydrogen donor, thus obviating the use of tin-based reagents. The 2,3-syn isomer is obtained by combining an NHC-borane and a Lewis acid (MgBr2·OEt2), while using a reverse polarity strategy provides the 2,3-anti isomer.
STUDIES IN MACROLIDE SYNTHESIS: AN EFFICIENT SYNTHESIS OF TWO CHIRAL FRAGMENTS OF ERYTHRONOLIDE A
Paterson, Ian,Patel, Shailesh K.,Porter, John R.
, p. 3395 - 3396 (2007/10/02)
An efficient asymmetric synthesis of the C1-C5 fragment (3) together with the epimeric C7-C11 fragment (4) used in the Stork approach to the synthesis of erythronolide A is described.
