Radical zinc-atom-transfer-based carbozincation of haloalkynes with dialkylzincs
2013 ◽
Vol 9
◽
pp. 236-245
◽
Keyword(s):
The formation of alkylidenezinc carbenoids by 1,4-addition/carbozincation of dialkylzincs or alkyl iodides based on zinc atom radical transfer, in the presence of dimethylzinc with β-(propargyloxy)enoates having pendant iodo- and bromoalkynes, is disclosed. Formation of the carbenoid intermediate is fully stereoselective at −30 °C and arises from a formal anti-selective carbozincation reaction. Upon warming, the zinc carbenoid is stereochemically labile and isomerizes to its more stable form.
2012 ◽
Vol 18
(30)
◽
pp. 9415-9422
◽
Keyword(s):
Keyword(s):
Keyword(s):
2008 ◽
Vol 14
(29)
◽
pp. 8784-8788
◽
Keyword(s):
Keyword(s):