Second-generation synthesis of endogenous sperm-activating and attracting factor (SAAF) isolated from the ascidian Ciona intestinalis

作者：Oishi Tohru^*; Ootou Kouichiro; Shibata Hajime; Murata Michio

来源：Tetrahedron Letters, 2010, 51(19): 2600-2602.

DOI：10.1016/j.tetlet.2010.03.011

• Chemoattractant
• Sperm-activating and attracting factor
• Sterol sulfate
• Stereoselective synthesis

Stereoselective synthesis of the chemoattractant sperm-activating and attracting factor (SAAF), isolated from the eggs of the ascidian Ciona intestinalis, was achieved via reductive 1,3-transposition of an allylic alcohol and the axial opening of an epoxide as key steps. This second-generation synthesis improved the total yield of SAAF over that of the first-generation synthesis and provided a key intermediate for synthesizing molecular probes of SAAF.

• 出版日期2010-5-12