Journal
ORGANIC LETTERS
Volume 5, Issue 7, Pages 1059-1061Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol0340742
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[GRAPHICS] Functionalized allylic electrophilic reagents such as chiral 2-iodo-1-cyclohexenyl and -cyclopentenyl phosphates undergo highly stereoselective ant S(N)2'-allylic substitution reactions with a wide range of organozinc reagents (R2Zn and RZnl) leading to chiral products with a transfer of the chiral information >95%. The use of functionalized organozinc iodides allows preparation of the bicyclic enones 8 and 9 in greater than or equal to93% ee.
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