Synthesis of tetrasubstituted ozonides by the Griesbaum coozonolysis reaction: diastereoselectivity and functional group transformations by post-ozonolysis reactions

Y Tang, Y Dong, JM Karle, CA DiTusa…

Index: Griesbaum, Karl; Krieger-Beck, Petra; Beck, Johannes Chemische Berichte, 1991 , vol. 124, # 2 p. 391 - 396

Full Text: HTML

Citation Number: 55

Abstract

... Volume: Page: Digital Object Identifier (DOI). ... The oxime ether-to-ketone ratio varied between 1.5:1 and 1:2. Reaction yields of ozonides 3 + 4 ranged from 20% to 70%. Table 1. Griesbaum Coozonolysis Diastereoselectivity. ... II, CH 2 OAc, 3e:4e 4.7:1. ...

 Related Synthetic Route

~0%

Detail

~12%

Detail

~7%

~44%

Detail

~13%

~3%

Detail

~10%

~%

~45%

~9%

~25%

~17%

~10%

~13%

~%

~0%

Detail