以市售的5-溴基戊酸乙酯為起始物經由四步驟可以得到手性硫化物5a-c。另外，利用市售的苯并噻吩作為起始物，經由六步驟後合成具有光學活性的硫化物5d。硫化物5a-d 在三氯化鎵的幫助下合成出新穎的噁噻硼烷－氯化鎵錯合物18a-d，成功將其應用在不對稱Diels-Alder 催化反應得到不錯的產率及鏡像選擇性。;The chiral tetrahydrothiophene derivatives 5a-c were synthesized from commercially available 5-bromovalerate in 4 steps and the chiral dihydrobenzothiophene derivatives 5d was synthesized from commercially available benzothiophene in 6 steps. We successfully synthesized a novel oxathiaborolium using gallium trichloride as the halophile, and successfully applied it in catalystic and asymmetric Diels-Alder reactionin excellent yield with high stereoselectivity.
