Abstract
A new method for creating a transition-state force field, based on
quantum chemical normal-mode analysis, is described. The force
field was used to rationalize the experimentally observed product
selectivities in asymmetric Horner-Wadsworth-Emmons reactions
between some chiral phosphonates and chiral, racemic aldehydes. It
was shown that if the transition states for the addition step
(TS1) and for the subsequent ring closure to an oxaphosphetane
(TS2) are both considered in the modeling, the product selectivity
can be rationalized with good accuracy.
Original language | English |
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Journal | Journal of organic chemistry |
Volume | 64 |
Issue number | 16 |
Pages (from-to) | 5845-5852 |
Publication status | Published - 1999 |