Asian Journal of Organic Chemistry
Copyright © 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Managing Editor: Richard Threlfall; Editorial Board Chairs: Sung Ho Kang, Keiji Maruoka, Deqing Zhang
Impact Factor: 2.292
ISI Journal Citation Reports © Ranking: 2013: 27/58 (Chemistry Organic)
Online ISSN: 2193-5815
August 01, 2014
VIP: Synthesis of 19-Nor-Vitamin D A-Ring Synthons via Ring-Closing Olefin Metathesis
Yu Nagai, Tomoe Tanami, Junko Abe, Dr. Hazuki Nagai, Toru Hamamizu, Kaichiro Kominato, Keisuke Iida and Prof. Dr. Kazuo Nagasawa
Give me a D: A synthetic method for making A-ring synthons for 19-nor-vitamin D was developed based on ring-closing olefin metathesis (RCM) with a linear precursor, followed by palladium-catalyzed isomerization of the endocyclic olefin product to give the target exocyclic olefin. PG=protecting group; TBS=tert-butyldimethylsilyl; Tf=trifluoromethanesulfonyl.
Recently Published Articles
- Synthesis, Physical Properties, and Photocurrent Behavior of Strongly Emissive Boron-Chelate Heterochrysene Derivatives
Dr. Hailei Zhang, Dr. Xiaozhong Hong, Prof. Xinwu Ba, Bei Yu, Dr. Xin Wen, Dr. Sujuan Wang, Prof. Xuefei Wang, Lei Liu and Prof. Jinchong Xiao
Article first published online: 1 SEP 2014 | DOI: 10.1002/ajoc.201402131
Crysene point: A N,O-chelated boron complex 2 and its analogue 1 have been synthesized and characterized. Single crystal analysis of 1 shows that all carbon and nitrogen atoms are almost in a single plane. 1 and 2 emit green and yellow light in dichloromethane, respectively. The photocurrent response of a 1-single-walled carbon nanotube thin film is steady and reproducible.
- Palladium-Catalyzed Desulfinative Iodination of Sodium Sulfinates and Sulfonyl Hydrazides
Saiwen Liu, Jinjin Chen, Ran Zhang, Feng Zhao and Prof. Dr. Guo-Jun Deng
Article first published online: 1 SEP 2014 | DOI: 10.1002/ajoc.201402140
‘Tis I: Palladium-catalyzed desulfinative iodination of sodium sulfinates and sulfonyl hydrazides with KI or I2 can be realized under mild reactions using molecular oxygen as the environmentally benign oxidant. The reaction is not sensitive to moisture and is thus very easy to handle. Various functional groups are well tolerated under the optimized reaction conditions. NMP=N-methylpyrrolidone; TFA= trifluoroacetic acid.
- Mother Diamine: A Universal Building Block for Making Chiral Ligands from Daughter Diamines to Binol, Binap and Monophos Analogues
Ansoo Lee, Dr. Soon Mog So, Dr. Alan J. Lough, Prof. Dr. Hyunwoo Kim and Prof. Dr. Jik Chin
Article first published online: 26 AUG 2014 | DOI: 10.1002/ajoc.201402135
The mother lode: Various chiral ligands, such as vicinal diamines, diols, phosphoramidites, and diphosphines, were readily prepared from a universal building block, “mother diamine” (MD). Tuning of MDphos resulted in enhanced reactivity and selectivity in Rh-catalyzed asymmetric hydrogenation.
- Zinc(II) Hexachloroantimonate-Catalyzed Oxidative Allylation of Glycine Derivatives
Dr. Woo-Jin Yoo, Arata Tanoue and Prof. Dr. Shū Kobayashi
Article first published online: 21 AUG 2014 | DOI: 10.1002/ajoc.201402108
Proof-of-concept for the use of metal antimonates as bifunctional catalysts for oxidative coupling reactions is described. A well-defined zinc(II) antimonate salt enables the α-functionalization of glycine derivatives through a sequential aerobic oxidation-allylation reaction, in which the antimonate anion is responsible for the aerobic oxidation and the zinc cation acts as a Lewis acid for the allylation reaction. EWG=electron-withdrawing group; PMP=p-methoxyphenyl.
- Alkylideneindoleninium Ions and Alkylideneindolenines: Key Intermediates for the Asymmetric Synthesis of 3-Indolyl Derivatives
Dr. Liang Wang, Yuye Chen and Prof. Jian Xiao
Article first published online: 21 AUG 2014 | DOI: 10.1002/ajoc.201402093
Long words, short routes: This Focus Review retrospects the latest advances in catalytic asymmetric synthesis of 3-substituted indoles through alkylideneindoleninium ions and alkylideneindolenine intermediates. Various generation strategies for alkylideneindoleninium ions and alkylideneindolenine intermediates based on different leaving groups and catalytic asymmetric protocols are reviewed. LG = leaving group.