
Tetrahedron p. 2311 - 2316 (1987)
Update date:2022-07-29
Topics:
Pericas, Miquel A.
Serratosa, Felix
Valenti, Eduard
The synthesis of tert-butoxyethyne (1a) and (1-adamantyloxy)ethyne (1b) has been performed by a three step sequence starting from ethyl vinyl ether.Overall yields are 34 and 67percent, respectively.The process is insensitive to the steric hindrance of the tertiary alcohol used and can be conveniently modified for the preparation of 1-tert-alkoxy-1-alkynes in high yield, without isolation of the intermediate 1-tert-alkoxyethyne.
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Doi:10.1007/s11172-007-0400-x
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(1987)Doi:10.1246/bcsj.60.3068
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(2008)Doi:10.1016/j.bmcl.2008.12.008
(2009)Doi:10.1021/acs.orglett.8b00276
(2018)