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Access to 1,1‐Diborylalkenes and Concomitant Stereoselective Reactivity
Author(s) -
Royes Jordi,
Cuenca Ana B.,
Fernández Elena
Publication year - 2018
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201701786
Subject(s) - borylation , chemistry , hydroboration , geminal , stereoselectivity , reagent , reactivity (psychology) , combinatorial chemistry , organic chemistry , stereochemistry , aryl , catalysis , medicine , alternative medicine , pathology , alkyl
Gem ‐diborylalkenes have emerged as efficient reagents for selective cross‐coupling reactions, reduction approaches and Michael additions. The synthesis of 1,1‐diborylalkenes involves condensation of polyborated compounds with aldehydes or ketones followed by B–O elimination, geminal diboration of 1,1‐dihaloalkenes, 1‐haloalkenes or terminal alkynes, dehydrogenative borylation of alkenes, borylation of alkynylboronates and hydroboration of alkynylboronates. These new sets of reactions are general for a wide range of substrates and they can be understood to have complementary mechanisms.