The standard test command also known as [ doesn't have a =~ operator. Most shells have that command built-in nowadays.
The Korn shell introduced a [[...]] construct (not a [[ command) with alternate syntax and different parsing rules.
zsh and bash copied that to some extent with restrictions and many differences but that never was standardized, so shouldn't be used in portable sh scripts.
ksh93 always had a way to convert an extended regexp to its globs with:
pattern=${ printf %P "regexp"; }
And you could then do:
[[ $var = $pattern ]]
Later (in ksh93l in 2001) it also incorporated regular expressions in its globs like with the ~(E)regex syntax for extended regular expressions, so you can do:
[[ $var = ~(E)regex ]]
That kind of pattern matching only works with the [[...]] construct or case, not the [ command.
zsh added a regexp matching operator for both its [ command and [[...]] first in 2001 with a pcre module. The syntax was initially [ string -pcre-match regex ] or [[ string -pcre-match regex ]].
bash added a =~ operator in bash 3.0 (in 2004). Using extended regular expressions. That was added shortly after by ksh93 and zsh as well (again with differences).
ksh93 and bash-3.2 and above (when the compat31 option is not enabled) use quoting to escape regexp operator causing all sorts of confusion (and it's very buggy in ksh93) and meaning it can't be used the same way with the [ command there. zsh doesn't have that problem (quotes are used for shell quoting, and backslash to escape regex operator as usual), so the =~ operator works in zsh's [ command (though itself needs quoted since =foo is a filename expansion operator in zsh).
yash doesn't have [[...]] but its [ command has a =~ operator (using EREs) and works as you'd expect (like zsh's).
(2023 edit) Support for [[...]] was added in yash in 2.49 (2018) and =~ in there works like bash's with regards to quoting.
In any case, neither [[...]] nor =~ are POSIX operators and should not be used in sh scripts. The standard command to do regular expression matching on strings is expr:
if expr "x$var" : "x$regex" > /dev/null; then...
Note that expr regexps are anchored at the start, and you need that x trick to avoid problems with $var values that are expr operators. expr uses basic regexp, not extended regexps.
Most of the time however, you don't need regexp as simple shell pattern matching is enough for most cases:
case $var in
(pattern) echo matches
esac
sudohere? Don't use it needlessly[ "$1" != "${1%/}" ]would do that in a portable way.