Sodium-Metal-Promoted Reductive 1,2- syn -Diboration of Alkynes with Reduction-Resistant Trimethoxyborane

2020/05/29 by Shiori Ito, Mizuki Fukazawa, Fumiya Takahashi +2 · 1 citation

paper · doi:10.1246/bcsj.20200110

crossref created 2020/05/28 · crossref issued 2020/05/29 · crossref published 2020/05/29 · crossref published-online 2020/05/29 · crossref published-print 2020/10/15 · crossref deposited 2024/01/21 · crossref indexed 2026/07/30

Abstract

Abstract Reductive 1,2-diboration of alkynes has been accomplished by means of sodium dispersion in the presence of trimethoxyborane as a reduction-resistant boron electrophile. Two boron moieties can be introduced onto alkynes with excellent syn selectivity to afford the corresponding (Z)-1,2-diborylalkenes. Bis(borate) species generated in situ can be involved in one-pot Suzuki-Miyaura arylation, formal arylboration of alkynes thus being executed.

Cited by

• Isolation and reactivity of sodium benzyl cations

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