A concise synthesis of (+)- and (−)-adociacetylene B

The synthesis of (−)-adociacetylene B was completed in six steps in a yield of 9.3%, while the (+)-enantiomer was synthesized in seven steps and 7.5%. An enzymatic resolution of racemic 1 using the lipase from Pseudomonas sp. was employed to obtain (+) and (−)-1. This synthesis of (S,S)-1 represents the first total synthesis of a naturally occurring acetylenic alcohol that has two chiral centers and four acetylene units.