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Highly Diastereoselective Aldol Additions of a Chiral Ethyl Ketone Enolate under Lewis Base Catalysis
journal contribution
posted on 2001-06-12, 00:00 authored by Scott E. Denmark, Son M. PhamThe 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.