Novel Diastereoselective Synthesis of 1-Trimethylgermyl-1-alkenes by
Hydrolysis of α-Trimethylgermylzirconacyclopentenes
2020 ◽
Vol 5
(2)
◽
pp. 161-163
Keyword(s):
1-Trimethyl-1-germylalkynes were synthesized by deprotonation of terminal alkynes with n-butyl lithium at low temperature followed by treatment with trimethylgermyl chloride under nitrogen atmosphere. The reagent system Cp2ZrCl2/2EtMgBr converts 1-trimethylgermyl-1-alkynes into α- trimethylgermylzirconacyclopentenes at -78 ºC for 1 h followed by stirring at room temperature overnight. These novel intermediates are hydrolyzed at 0 ºC for an hour to provide the corresponding (Z)-1-trimethylgermyl-1-alkenes in good yields (74-85%) and in high stereochemical purities (> 98%) as evidenced by 13C spectral data.
1978 ◽
Vol 36
(1)
◽
pp. 264-265
Keyword(s):
2004 ◽
Vol 52
(4)
◽
pp. 479-487
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2019 ◽
Vol E102.A
(7)
◽
pp. 914-917
2019 ◽
Vol 23
(16)
◽
pp. 1778-1788
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2021 ◽
Vol 0
(0)
◽