Stereospecific synthesis of alkylidenecyclopropanes via sequential cyclopropene carbomagnesation/1,3-carbon shift.
Alkylidenecyclopropanes can be synthesized from enantiomerically enriched cyclopropene derivatives with >99% stereotransfer and good to excellent yield. The protocol comprises the stereoselective reaction of Grignard reagents with 1-alkoxymethyl-3-hydroxymethylcyclopropenes and a stereospecific [1,3] carbon shift reaction.
Xie
Xiaocong
X
Brown Laboratories, Department of Chemistry and Biochemistry, University of Delaware, Newark 19716, USA.
Yang
Zhe
Z
Fox
Joseph M
JM
D003521:Cyclopropanes / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
D003521:Cyclopropanes; C021985:cyclopropene
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