ChemInform Abstract: Stereoselective Synthesis of Secondary Organozinc Reagents and Their Reaction with Heteroatomic Electrophiles.
Abstract
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ChemInform Abstract
Cyclic and acyclic trisubstituted alkenes are transformed to stable trans-configured diorganozinc reagents, which smoothly undergo reaction with various heteroatomic electrophiles to furnish tin-, sulfur-, or bromine-containing adducts in moderate yields and with retention of configuration. The utility of the method is demonstrated in the preparation of a chiral bisphosphine ligand (X) by enantioselective introduction of a phosphine oxide substituent into cyclic olefin (VII).