title: Concise total synthesis of two marine natural nucleosides: trachycladines A and B.
abstract: We report the first total synthesis of trachycladines A (10 steps, 34.2% overall yield) and B (11 steps, 35.0% overall yield) by using 5-deoxy-1,2,3-tri-O-acetyl-β-D-ribofuranose as the starting material. The critical step was the SnCl4 assisted regio- and steroselective deprotection of perbenzylated 1-O-methyl-5-deoxyribofuranose. The enzyme adenylate deaminase (EC 3.5.4.6) was successfully applied to the chemoenzymatic synthesis of trachycladines B.
authors.affiliation: Jiangxi Key Laboratory of Organic Chemistry, Jiangxi Science & Technology Normal University, Nanchang 330013, China.
authors.forename: Haixin
authors.initials: H
authors.lastname: Ding
authors.affiliation: Jiangxi Key Laboratory of Organic Chemistry, Jiangxi Science & Technology Normal University, Nanchang 330013, China.
authors.forename: Wei
authors.initials: W
authors.lastname: Li
authors.affiliation: Jiangxi Key Laboratory of Organic Chemistry, Jiangxi Science & Technology Normal University, Nanchang 330013, China.
authors.forename: Zhizhong
authors.initials: Z
authors.lastname: Ruan
authors.affiliation: Jiangxi Key Laboratory of Organic Chemistry, Jiangxi Science & Technology Normal University, Nanchang 330013, China.
authors.forename: Ruchun
authors.initials: R
authors.lastname: Yang
authors.affiliation: Jiangxi Key Laboratory of Organic Chemistry, Jiangxi Science & Technology Normal University, Nanchang 330013, China.
authors.forename: Zhijie
authors.initials: Z
authors.lastname: Mao
authors.affiliation: Jiangxi Key Laboratory of Organic Chemistry, Jiangxi Science & Technology Normal University, Nanchang 330013, China.
authors.forename: Qiang
authors.initials: Q
authors.lastname: Xiao
authors.affiliation: Jiangxi Key Laboratory of Organic Chemistry, Jiangxi Science & Technology Normal University, Nanchang 330013, China ; Marine Drugs Research Center, College of Pharmacy,Jinan University, Guangzhou 510632, China.
authors.forename: Jun
authors.initials: J
authors.lastname: Wu
keywords: Vorbrüggen glycosylation; marine nucleosides; natural products; total synthesis; trachycladines A and B