Royes, Jordi; Cuenca, Ana B; Fernandez, Elena (2018). Access to 1,1-Diborylalkenes and Concomitant Stereoselective Reactivity. European Journal Of Organic Chemistry, 2018(22), 2728-2739. DOI: 10.1002/ejoc.201701786
Paper original source:
European Journal Of Organic Chemistry. 2018 (22): 2728-2739
Abstract:
Gem-diborylalkenes have emerged as efficient reagents for selective cross-coupling reactions, reduction approaches and Michael additions. The synthesis of the 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 as well as terminal alkynes, dehydrogenative borylation of alkenes, borylation of alkynylboronates and hydroboration of alkynylboronates. These new set of reactions become general for a wide range of substrates and they can be understood by complementary mechanisms.
Access to 1,1-Diborylalkenes and Concomitant Stereoselective Reactivity
Description:
Gem-diborylalkenes have emerged as efficient reagents for selective cross-coupling reactions, reduction approaches and Michael additions. The synthesis of the 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 as well as terminal alkynes, dehydrogenative borylation of alkenes, borylation of alkynylboronates and hydroboration of alkynylboronates. These new set of reactions become general for a wide range of substrates and they can be understood by complementary mechanisms.
Type:
Journal Publications
Contributor:
Universitat Rovira i Virgili
Subject:
Chemistry, Organic,Organic Chemistry,Physical and Theoretical Chemistry Stereoselectivity Reaction mechanisms Diboration Cross-coupling Borylation Boranes Química Physical and theoretical chemistry Organic chemistry Materiais Interdisciplinar Farmacia Engenharias ii Ciências biológicas iii Ciências biológicas ii Ciências agrárias i Ciência de alimentos Chemistry, organic Biotecnología Biodiversidade Astronomia / física