Provided herein are cyclodecynes, including chiral cyclodecynes, and methods of making cyclodecynes. The methods may include providing a 1,1′-biaryl compound substituted independently at the 2-position and the 2′-position with a hydroxyl or an amino group; and contacting the 1,1′-biaryl compound with a protected but-2-yne-1,4-diol to form the cyclodecyne.