NOVEL ASYMMETRIC DESYMMETRIZATION OF MESO-1,2-DIOLS VIA DIASTEREOSELECTIVE BETA-ELIMINATION OF CHIRAL ALPHA-ARYLSULFINYL ACETALS

Maezaki N.; Takeda M.; Sakamoto A.; Matsumori Y.; Tanaka T. Iwata C.; Soejima M.

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NOVEL ASYMMETRIC DESYMMETRIZATION OF MESO-1,2-DIOLS VIA DIASTEREOSELECTIVE BETA-ELIMINATION OF CHIRAL ALPHA-ARYLSULFINYL ACETALS

机译：通过非手性β-消除手性α-芳烃基缩丁醛的缩合消旋新的1,2-二元醇

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Enantioselective desymmetrization of meso-1,2-diols was accomplished via diastereoselective C-O bond fission of acetals derived from various optically active beta-ketosulfoxides with high diastereoselectivities. The substituent at the gamma-position of the beta-ketosulfoxide plays an important role in this cleavage. Copyright (C) 1996 Elsevier Science Ltd [References: 45]

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《Tetrahedron》 |1996年第19期|共20页
作者
Maezaki N.; Takeda M.; Sakamoto A.; Matsumori Y.; Tanaka T. Iwata C.; Soejima M.;
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正文语种 eng
中图分类有机化学;
关键词
Spiroketal natural-products; Enantiodifferentiating functionalization; Sulfinyl chirality; Prochiral diols; L-menthone; Induction; Derivatives; (-)-talaromycin-b; Acylation; Glycerol;

机译：螺旋形天然产物;对映异构功能化;亚磺酰基手性;前手性二醇;L-薄荷酮;诱导;衍生物;（-）-塔拉霉素-b;酰化作用;甘油;

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1. NOVEL ASYMMETRIC DESYMMETRIZATION OF MESO-1,2-DIOLS VIA DIASTEREOSELECTIVE BETA-ELIMINATION OF CHIRAL ALPHA-ARYLSULFINYL ACETALS [J] . Maezaki N., Takeda M., Sakamoto A., Tetrahedron . 1996,第19期

机译：通过非手性β-消除手性α-芳烃基缩丁醛的缩合消旋新的1,2-二元醇
2. Asymmetric Desymmetrization of Prochiral 1,3-Diols via Diastereoselective C-O Bond Fission of Bicyclic Acetal Using a Chiral Sulfoxide as a Chiral Auxiliary [J] . Naoyoshi Maezaki, Manabu Murakami, Motohiro Soejima, Chemical and Pharmaceutical Bulletin . 1996,第6期

机译：使用手性亚砜作为手性助剂，通过双环缩醛的双环缩醛粘合裂解促胰岛1,3-二醇的不对称脱次化。使用手性亚砜作为手性辅助
3. Desymmetrization of meso-1,2-Diols by a Chiral N,N-4-Dimethylaminopyridine Derivative Containing a 1,1'-Binaphthyl Unit: Importance of the Hydroxy Groups [J] . Mandai Hiroki, Yasuhara Hiroshi, Fujii Kazuki, The Journal of Organic Chemistry . 2017,第13期

机译：通过手性N，N-4-二甲基氨基吡啶衍生物含有1,1'-二萘基单位的甲基-1,2-二醇的去对称化：羟基的重要性
4. Enantioselective Reactions of Bicyclic Allylic Compounds Based on Desymmetrization of a Symmetrical Allylic Ligand Using Chiral Palladium Complexes. [C] . Ryohei Ogawa, Yusuke Shigemori, Koichi Uehara Symposium on Organometallic Chemistry . 2006

机译：双环烯丙基化合物基于使用手性钯配合物的对称烯丙基配体的脱水化合物的映选择性反应。
5. Part I. Asymmetric synthesis of bicyclic analogues of risedronate as molecular probes of the mechanism of action of bisphosphonate antiosteoporotic drugs and potentially more efficacious antiosteoporotic agents. Part II. Facile preparation and functionalization of chiral stabilized ylides from common chiral auxiliaries using the Bestmann ylide and their use in Wittig reactions. Part III. Asymmetric organocatalysis: 1. An investigation of alpha-hydroxylation of aldehydes; 2. Synthesis of a novel camphor-based alpha-aminotetrazole organocatalyst. [D] . Song, Xinyi. 2007

机译：第一部分：利塞膦酸盐双环类似物的不对称合成，作为双膦酸盐类抗骨质疏松药和潜在更有效的抗骨质疏松药作用机理的分子探针。第二部分使用Bestmann内酯从常见手性助剂轻松制备和官能化手性稳定化的叶基及其在Wittig反应中的用途。第三部分不对称有机催化：1.醛的α-羟基化研究； 2.合成新的基于樟脑的α-氨基四唑有机催化剂。
6. Asymmetric Catalysis Special Feature Part II: Remarkably diastereoselective synthesis of a chiral biphenyl diphosphine ligand and its application in asymmetric hydrogenation [O] . Liqin Qiu, Jing Wu, Shusun Chan, 2004

机译：不对称催化特征第二部分：手性联苯二膦配体的非对映选择性合成及其在不对称氢化中的应用
7. Catalytic Asymmetric Desymmetrization of Cyclic meso-1, 3- and 1, 4-Diols by a Phosphinite Derivative of Quinidine [O] . -1

机译：通过奎尼丁的亚磷酸盐衍生物催化环状meso-1,3-和1,4-二醇的催化不对称脱差异化

NOVEL ASYMMETRIC DESYMMETRIZATION OF MESO-1,2-DIOLS VIA DIASTEREOSELECTIVE BETA-ELIMINATION OF CHIRAL ALPHA-ARYLSULFINYL ACETALS

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