ruby-installの一覧を更新したあとで、rbenvで2.0.0を入れたらopensslがrequireできない を見ながらチャレンジ。
$ brew upgrade openssl Error: openssl-1.0.1c already installed $ CONFIGURE_OPTS=--with-openssl-dir=`brew --prefix openssl` rbenv install 2.0.0-preview1 Downloading http://pyyaml.org/download/libyaml/yaml-0.1.4.tar.gz... Installing yaml-0.1.4... Installed yaml-0.1.4 to /Users/me/.rbenv/versions/2.0.0-preview1 Downloading http://ftp.ruby-lang.org/pub/ruby/2.0/ruby-2.0.0-preview1.tar.gz... Installing ruby-2.0.0-preview1... BUILD FAILED Inspect or clean up the working tree at /var/folders/6w/dd2sdf8900371rcp2y2z5md00000gn/T/ruby-build.20121108183656.58733 Results logged to /var/folders/6w/dd2sdf8900371rcp2y2z5md00000gn/T/ruby-build.20121108183656.58733.log Last 10 log lines: compiling ossl_x509cert.c compiling ossl_x509crl.c compiling ossl_x509ext.c compiling ossl_x509name.c compiling ossl_x509req.c compiling ossl_x509revoked.c compiling ossl_x509store.c installing default openssl libraries linking shared-object openssl.bundle make: *** [build-ext] Error 2
うーん。
追記
成功した。