title: Total Synthesis of Chiral Falcarindiol Analogues Using BINOL-Promoted Alkyne Addition to Aldehydes.
abstract: An enantioselective total synthesis of chiral falcarindiol analogues from buta-1,3-diyn-1-yltriisopropylsilane is reported. The key step in this synthesis is BINOL-promoted asymmetric diacetylene addition to aldehydes. The two chiral centers of the falcarindiol analogues can be produced by using the same kind of catalyst with high selectivity, and the final product can be obtained in only six steps.
authors.affiliation: Department of Medicinal Chemistry, Sichuan Medical University, Luzhou 646000, China. liwang_512@163.com.
authors.forename: Li
authors.initials: L
authors.lastname: Wang
authors.affiliation: Department of Medicinal Chemistry, Sichuan Medical University, Luzhou 646000, China. sh362135508@163.com.
authors.forename: Ping-Ping
authors.initials: PP
authors.lastname: Shou
authors.affiliation: Department of Medicinal Chemistry, Sichuan Medical University, Luzhou 646000, China. swei1225@gmail.com.
authors.forename: Si-Ping
authors.initials: SP
authors.lastname: Wei
authors.affiliation: Department of Medicinal Chemistry, Sichuan Medical University, Luzhou 646000, China. zc83good@126.com.
authors.forename: Chun
authors.initials: C
authors.lastname: Zhang
authors.affiliation: Department of Medicinal Chemistry, Sichuan Medical University, Luzhou 646000, China. 18183382321@sina.cn.
authors.forename: Shuang-Xun
authors.initials: SX
authors.lastname: Li
authors.affiliation: Department of Medicinal Chemistry, Sichuan Medical University, Luzhou 646000, China. bojizihan@sina.cn.
authors.forename: Ping-Xian
authors.initials: PX
authors.lastname: Liu
authors.affiliation: Department of Medicinal Chemistry, Sichuan Medical University, Luzhou 646000, China. dx.d@163.com.
authors.forename: Xi
authors.initials: X
authors.lastname: Du
authors.affiliation: Department of Medicinal Chemistry, Sichuan Medical University, Luzhou 646000, China. wq_ring@hotmail.com.|Key Laboratory of Medicinal Electrophysiology of Ministry of Education, Sichuan Medical University, Luzhou 646000, China. wq_ring@hotmail.com.
authors.forename: Qin
authors.initials: Q
authors.lastname: Wang
mesh_terms: D000447:Aldehydes / Q000737:chemistry*; D000480:Alkynes / Q000737:chemistry*; D002384:Catalysis; D053280:Diynes / Q000138:chemical synthesis / Q000737:chemistry*; D004952:Esters; D005233:Fatty Alcohols / Q000138:chemical synthesis / Q000737:chemistry*; D015394:Molecular Structure; D009284:Naphthols / Q000737:chemistry*
chemical_list: D000447:Aldehydes; D000480:Alkynes; C406944:BINOL, naphthol; D053280:Diynes; D004952:Esters; D005233:Fatty Alcohols; D009284:Naphthols; C034379:falcarindiol
keywords: BINOL; alkyne; asymmetric addition; diynol; falcarindiol analogues; total synthesis