223429-17-2Relevant academic research and scientific papers
The silylalkyne-prins cyclization: Stereoselective synthesis of tetra- and pentasubstituted halodihydropyrans
Miranda, Pedro O.,Ramirez, Miguel A.,Martin, Victor S.,Padron, Juan I.
, p. 1633 - 1636 (2007/10/03)
A new type of Prins cyclization using silylated secondary homopropargylic alcohols and aldehydes yielding tetra- and pentasubstituted dihydropyrans is described. The presence of the trimethylsilyl group in the triple bond favors the Prins cyclization and
A novel chiral synthetic equivalent of glyoxal and its application to the asymmetric synthesis of O-protected α-hydroxy aldehydes
Colombo,Di Giacomo
, p. 1977 - 1980 (2007/10/03)
Diastereomerically pure 2-formyl-N-Boc-1,3-oxazolidine 7 was prepared in 83% yield from stannyloxazolidine 4. Grignard additions to the formyl group of compound 7 in the presence of Lewis acids afforded diastereomerically pure secondary carbinols 8. Protection of the hydroxyl group and unmasking of the oxazolidine ring gave O-protected α-hydroxy aldehydes 11, which were immediately reduced to the corresponding 1,2-diols 12.
