A very effective chiral controller has been found for the conversion of allylic alcohols into the
corresponding enantiomerically enriched cyclopropanes using bis(iodomethyl)zinc. A variety of chiral,
nonracemic cyclopropylmethanols could be obtained according to this method. This methodology was extended
with success to the cyclopropanation of unconjugated and conjugated polyenes and homoallylic alcohols. The
cyclopropanation of allylic carbamates has also been investigated with this system, but it was found that
enantioenriched cyclopropylmethylamines are best prepared from enantioenriched cyclopropylmethanols.
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