title: C(sp3)-H Functionalizations Promoted by the Gold Carbene Generated from Vinylidenecyclopropanes.
abstract: The gold carbene generated from vinylidenecyclopropanes (VDCPs) can smoothly perform a C(sp3)-H bond insertion reaction, stereoselectively affording the intramolecular C(sp3)-H bond functionalized product, benzoxepine, with syn-configuration in moderate to good yields under mild conditions. The KIE investigation on this bond functionalization partially revealed that the carbene insertion step might be rate-determining. Using a chiral gold(I) catalyst, the first example on the asymmetric variant of gold carbene insertion into C(sp3)-H bond has been disclosed, giving the desired products with excellent results.
authors.affiliation: State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences, 345 Ling-Ling Lu, Shanghai, 200032, China), Fax: (+86) 21-64166128.
authors.forename: De-Yao
authors.initials: DY
authors.lastname: Li
authors.affiliation: State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences, 345 Ling-Ling Lu, Shanghai, 200032, China), Fax: (+86) 21-64166128.
authors.forename: Wei
authors.initials: W
authors.lastname: Fang
authors.affiliation: State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences, 345 Ling-Ling Lu, Shanghai, 200032, China), Fax: (+86) 21-64166128.
authors.forename: Yin
authors.initials: Y
authors.lastname: Wei
authors.affiliation: State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences, 345 Ling-Ling Lu, Shanghai, 200032, China), Fax: (+86) 21-64166128.
authors.forename: Min
authors.initials: M
authors.lastname: Shi
keywords: C−H activation; asymmetric catalysis; carbenes; gold; vinylidenecyclopropane