Diastereoselective reduction of chiral N-tosyl 2-Benzoyl-1,3-oxazines derived from D-glucose
作者:Kwang-Youn Ko、Jong-Yek Park
DOI:10.1016/s0040-4039(96)02311-8
日期:1997.1
Stereochemistry of reduction of the diastereomerically pure N-tosyl 2-benzoyl-1,3-oxazines prepared from D-glucose was investigated with various reducing agents. It was found that the stereochemical outcome is consistent with the Cram's chelation model where the ring oxygen atom is involved in chelation, not the tosyl oxygen as in the 5-membered oxazolidines.
用各种还原剂研究了由D-葡萄糖制备的非对映体纯的N-甲苯磺酰基2-苯甲酰基-1,3-恶嗪还原的立体化学。发现立体化学结果与克拉姆的螯合模型一致,在该模型中,环氧原子参与了螯合,而不是如五元恶唑烷中的甲苯磺酰氧。