Synthesis of chiral germanium center enabled by poly-deborylative alkylation and desymmetrization DOI Creative Commons
Ke Wang, Xin‐Yuan Liu, Zhe Dong

et al.

Nature Communications, Journal Year: 2025, Volume and Issue: 16(1)

Published: May 30, 2025

Chiral germanium centers are historically undervalued due to their extremely limited synthetic accessibility. Although shares similar chemical properties with silicon, synthesizing chiral proves significantly more challenging. To facilitate rapid access centers, we develop two strategies: deborylative alkylation of chlorides and copper-catalyzed diol desymmetrization. The α-boryl carbanion is demonstrated be an exceptional coupling partner for chloride, yielding 1,3-prochiral diols, which subsequently undergo desymmetrization afford centers. By combining these methodologies, successfully transform simple tetrachloride into a center in merely four steps, representing significant advancement main-group element chirality. Additionally, this strategy efficiently facilitates the construction silicon-stereogenic as well. Subsequent deoxygenative cross-coupling reactions products further expand scope organogermanium chemistry, revealing entirely new possibilities.

Language: Английский

Copper-Catalyzed Enantioselective Radical Cyanation of Allenic C(sp2)–H Bonds to Access Tri- and Tetrasubstituted Chiral Allenes DOI
Daqi Lv, Xiaotao Zhu, Hongli Bao

et al.

ACS Catalysis, Journal Year: 2025, Volume and Issue: unknown, P. 7741 - 7748

Published: April 25, 2025

Language: Английский

Citations

0
Synthesis of chiral germanium center enabled by poly-deborylative alkylation and desymmetrization DOI Creative Commons
Ke Wang, Xin‐Yuan Liu, Zhe Dong

et al.

Nature Communications, Journal Year: 2025, Volume and Issue: 16(1)

Published: May 30, 2025

Chiral germanium centers are historically undervalued due to their extremely limited synthetic accessibility. Although shares similar chemical properties with silicon, synthesizing chiral proves significantly more challenging. To facilitate rapid access centers, we develop two strategies: deborylative alkylation of chlorides and copper-catalyzed diol desymmetrization. The α-boryl carbanion is demonstrated be an exceptional coupling partner for chloride, yielding 1,3-prochiral diols, which subsequently undergo desymmetrization afford centers. By combining these methodologies, successfully transform simple tetrachloride into a center in merely four steps, representing significant advancement main-group element chirality. Additionally, this strategy efficiently facilitates the construction silicon-stereogenic as well. Subsequent deoxygenative cross-coupling reactions products further expand scope organogermanium chemistry, revealing entirely new possibilities.

Language: Английский

Citations

0