%0 Journal Article %A Denmark, Scott E. %A Pham, Son M. %D 2001 %T Highly Diastereoselective Aldol Additions of a Chiral Ethyl Ketone Enolate under Lewis Base Catalysis %U https://acs.figshare.com/articles/journal_contribution/Highly_Diastereoselective_Aldol_Additions_of_a_Chiral_Ethyl_Ketone_Enolate_under_Lewis_Base_Catalysis/3739365 %R 10.1021/ol0160497.s001 %2 https://acs.figshare.com/ndownloader/files/5831133 %K HMPA %K influence %K Diastereoselective Aldol Additions %K Lewis Base Catalysis %K proceed %K diastereoselectivitie %K OTBS %K achiral aldehydes %K aldol addition %K attenuation %K chiral ethyl ketone enolate %K stereoselectivity %K oxygen substituent %K achiral catalyst %K Chiral Ethyl Ketone Enolate %K yield %K resident stereogenic center %X The aldol addition of a chiral ethyl ketone enolate bearing an oxygen substituent (OTBS) at the α-position proceeds with high internal and relative diastereoselectivities with various achiral aldehydes in good yields. The profound influence of the resident stereogenic center allows for the use of an achiral catalyst, such as HMPA, with minor attenuation in internal stereoselectivity. %I ACS Publications