Tetrahedron letters

Substituent effects in the diastereoselective [4+ 2] cycloaddition of chiral naphthalene derivatives with singlet oxygen

W Adam, M Prein

Index: Adam, Waldemar; Prein, Michael Tetrahedron Letters, 1994 , vol. 35, # 25 p. 4331 - 4334

Full Text: HTML

Citation Number: 18

Abstract

Abstract From 1-bromo-4-methylnaphthalene eight chiral derivatives 1 with a variety of functional groups at the stereogenic center were prepared, which with singlet oxygen led to the corresponding endoperoxides 2 in substituent-dependent π-facial selectivity of stereoelectronic origin.