125353-80-2Relevant academic research and scientific papers
DIASTEREOSELECTIVE CYCLOPROPANATION VIA HOMOCHIRAL KETALS. DIOXOLANE STRUCTURAL EFFECTS
Mash, Eugene A.,Nelson, Keith A.,Heidt, Philip C.
, p. 1865 - 1868 (1987)
A series of 2-cyclohexen-1-one ketals related to 2-cyclohexen-1-one 1,4-di-O-benzyl-L-threitol ketal but possessing different dioxolane appendages was prepared and subjected to Simmons-Smith cyclopropanation.The observed diastereoselectivity decreased when oxygen was present in the appendages.In the absence of appendage oxygen, the sense of the observed diastereoselectivity was found to depend upon dioxolane chirality.The amount of diastereoselectivity observed was remarkably independent of the nature of the appendages.
Mechanistic Studies of Diastereoselective Cyclopropanation via Homochiral Ketals. 1. Dioxolane Structural Effects
Mash, Eugene A.,Hemperly, Susan B.,Nelson, Keith A.,Heidt, Philip C.,Deusen, Shawne Van
, p. 2045 - 2055 (2007/10/02)
Compounds structurally related to 2-cyclohexen-1-one 1,4-di-O-benzyl-L-threitol ketal were prepared and subjected to the Simmons-Smith cyclopropanation.From these experiments a mechanistic model for diastereoselective cyclopropanation of common ring syste
