gem install debugger -v '1.5.0' fails

Question

I am trying to do bundle in the large project on Mavericks and some gems are broken or something wrong with my environment in spite of this is fresh install of

Answer 1

There are a lot of issues with Ruby gems and Mavericks. What I have found is that the best bet is to use the apple-gcc42 compiler from homebrew

brew tap homebrew/versions
brew install apple-gcc42

Then force that compiler family to be used when building gems. I put symlinks in my a bin folder in my home directory

cd $HOME/bin
ln -s /usr/local/bin/c++-4.2 c++
ln -s /usr/local/bin/g++-4.2 g++
ln -s /usr/local/bin/gcc-4.2 cc
ln -s /usr/local/bin/gcc-4.2 gcc

You'll need to have your local bin folder on your path.

export PATH=$HOME/bin:$PATH

Then you should be good to go.