Search for all words in a table column that any of the words start with a certain letter

Question

I have products table. Each row has a Description which may have a few words within it. I wanted to know if it's possible to search through it and find all descriptions that have match the search. But, I want it to consider it a match even if it's not the
first word of the description, but rather the start of any word in the description.
For example:
Descriptions
Nice Casual Gloves(This should show up, and although it's not in the very beginning of the description it's at the beginning of a new word.)
Nice Dressy Gloves(This should show up, and although it's not in the very beginning of the description it's at the beginning of a new word.)
Great Dresses (This should show up)
Fancy Outerwear
Glasses (This should show up)
Shoes
Sheer Stockings (This should not show up because although it has a "g" it's not in the beginning of a word.)
Boots
Galoshes (This should show up)
I would want to search within this list Where Description like 'G%' but I don't want it to only get the descriptions that start with "g" at the beginning of the description, but rather any "g" at the beginning of any word. I do not want
to get all descriptions that have a "g" somewhere in the word (then I could just do WHERE DESCRIPTION LIKE '%g%'), rather only if it somewhere within the description but at the beginning of any word.
Thank you so much
Debra has a question

Answer 1

The most perfect solution would be to get a CLR routine to either (a) Do a regular expression match, (b) Run a split routine at CLR speeds then do a simple LIKE, or (c) both (a) and (b).  If your requirements grow to handle more and more complex searches,
you may have to do it that way eventually.
However, like the other answers, here's a way to do it reasonably well given your current requirements.  You may have to tweak the REPLACE logic if you have frequent OTHER forms of word delimiters.
Method:  Pull data; add space before and after original text; replace all common word separators other than space with a space (so for example, "(These pretzels)", "He said 'These pretzels are making me thirsty" and so forth would
be replaced with a space before "The"; then do a Patindex (you could do with just a LIKE also) on the search string prefaced with a space.  Here's an example, stealing from table sys.messages just for ease of demonstration.
With SampleData as
Select top 100 *
, ' ' + Replace(Replace(Replace(Replace(text, '"', ' '), '''', ' '), '/', ' '), '(', ' ') + ' ' as TextPlus
from sys.messages
where language_id = 1033
Select TextPlus
, patindex('% The%', textplus)
from SampleData
where patindex('% The%', textplus) > 1
Same logic, in the most concise format:
Select top 100 Text
from sys.messages
where language_id = 1033
and ' ' + Replace(Replace(Replace(Replace(text, '"', ' '), '''', ' '), '/', ' '), '(', ' ') + ' ' like '% the%'