title: Mukaiyama aldol addition to alpha-chloro-substituted aldehydes. Origin of the unexpected syn selectivity.
abstract: The addition of sterically demanding enolsilanes to alpha-chloro aldehydes results unexpectedly in preferential formation of the anti-PFA product (1,2-syn), while the addition of the corresponding boron enolate furnishes the expected polar Felkin-Anh product (1,2-anti). A stereoinduction model explaining these observations is proposed.
authors.affiliation: Organic Chemistry, KTH Chemical Science and Engineering, Royal Institute of Technology, 100 44 Stockholm, Sweden.
authors.forename: Tessie
authors.initials: T
authors.lastname: Borg
authors.forename: Jakob
authors.initials: J
authors.lastname: Danielsson
authors.forename: Peter
authors.initials: P
authors.lastname: Somfai