A zerovalent copper- and cobalt-catalyzed direct coupling of the sp3 α-carbon of alcohols with alkenes and hydroperoxides was developed in which the hydroperoxides acted as radical initiator and then coupling partner. 1,3-Enynes and vinylarenes underwent alkylation–peroxidation to give β-peroxy alcohols and β-hydroxyketones correspondingly with excellent functional group tolerance. The resulting β-peroxy alcohols could be further transformed into β-hydroxyynones and propargylic 1,3-diols.

Copper- and cobalt-catalyzed direct coupling of sp(3) α-carbon of alcohols with alkenes and hydroperoxides.

This review collects the most important developments in asymmetric Reformatsky-type reactions published since the beginning of 2013, including both diastereoselective methodologies based on the use of chiral substrates and enantioselective catalytic procedures

https://www.beilstein-journals.org/bjoc/content/pdf/1860-5397-14-21.pdf

Recent developments in the asymmetric Reformatsky-type reaction.

Access to α-Cyano Carbonyls Bearing a Quaternary Carbon Center by Reductive Cyanation.

A chiral C2-symmetric N-(β-mercaptoethyl)pyrrolidine bearing 6-membered benzylidene acetal functionalities fused at the 2, 3- and 4, 5-positions was found to exhibit high efficiency in the asymmetric addition reaction of aldehydes with diethylzinc.

C_2-Symmetric N-(β-Mercaptoethyl)pyrrolidine as a Chiral Catalyst Ligand in the Addition Reaction of Aldehydes and Diethylzinc.

Effect of modification of betulinic acid at the C3-carbon atom of homolupane triterpenoids on the antiproliferative activity in vitro


Organozinc reagents have been used as a reliable tool to construct new C C covalent bonds owing to their ease of availability and high chemoselectivity. In the first section of this chapter, recent advances in the catalytic asymmetric addition reactions of organozinc reagents to the C X π bonds (X=O, N) are summarized together with some applications. These are classified according to particular organozinc compound, substrate, and chiral ligand, with the aim of providing a guide to aid selection of potential chiral ligands for addition reactions. Furthermore, relatively new aspects of organozinc addition, autocatalytic, and chirality switching reactions are discussed. In the second part of the chapter, recent advances regarding Reformatsky reagents are introduced with reference to their application to asymmetric reactions. Further expansion of this reaction for the synthesis of chiral fluorinated amino acids is also presented. As a final topic, radical reactions mediated by dialkylzinc reagents, which provide unique reactivity and selectivity compared with other radical initiators, are discussed.

1.07 Recent Advances in Organozinc Reagents

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1.07 Recent Advances in Organozinc Reagents