Synthetic Approaches to Diospongins: A Two Decade Journey

被引：3

作者：

Tadiparthi, Krishnaji ^{[1
]}

Chatterjee, Sourav ^{[1
]}

机构：

[1] CHRIST Deemed Be Univ, Dept Chem, Hosur Rd, Bangalore 560029, Karnataka, India

来源：

SYNOPEN | 2022年 / 06卷 / 03期

关键词：

diospongins; diarylheptanoids; tetrahydropyran; cross-metathesis; hetero-Diels-Alder reaction; asymmetric allylation; enzyme resolution; oxa-Michael addition; Prins cyclization; STEREOSELECTIVE-SYNTHESIS; TETRAHYDROPYRAN-4-ONES; DIARYLHEPTANOIDS; (+/-)-DIOSPONGIN; STEREOISOMERS; ENANTIOMER; CURCUMIN;

D O I：

10.1055/s-0040-1720032

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Tetrahydropyran units having multiple stereogenic centers serve as excellent building blocks for various active pharmaceutical ingredients (APIs). In particular, the presence of the unique molecular architecture of the trisubstituted tetrahydropyran (THP) unit in diospongins enhances their biological activity due to multiple stereogenic centers and has attracted attention from the synthetic community over the last two decades. In this review, we discuss synthetic approaches to chiral and racemic forms of diospongins during the period 2006-2020 in chronological order.

引用

页码：141 / 157

页数：17

共 50 条

[31] Ring Expansions of Vinyloxiranes, -thiiranes, and -aziridines: Synthetic Approaches, Challenges, and Catalytic Success Stories
Ilardi, Elizabeth A.
Njardarson, Jon T.
JOURNAL OF ORGANIC CHEMISTRY, 2013, 78 (19): : 9533 - 9540
[32] Advances in Synthetic Approaches for the Preparation of Combretastatin-Based Anti-Cancer Agents
Singh, Rohit
Kaur, Harneet
SYNTHESIS-STUTTGART, 2009, (15): : 2471 - 2491
[33] MODERN APPROACHES TO SYNTHETIC DESIGN OF CHIRAL α-TERTIARY AMINES BASED ON TRIFLUOROMETHYLCONTAINING KETIMINES: A REVIEW
Sukach, V. A.
Tkachuk, V. M.
Gillaizeau, I
Vovk, M. V.
THEORETICAL AND EXPERIMENTAL CHEMISTRY, 2022, 57 (06) : 387 - 420
[34] Synthetic approaches to axially chiral C2-symmetric nonracemic binaphthyl derivatives
Putala, M
ENANTIOMER, 1999, 4 (3-4): : 243 - 262
[35] Synthetic approaches to rapamycin .3. Synthesis of a C1-C21 fragment
Harris, L
Jarowicki, K
Kocienski, P
SYNLETT, 1996, (09) : 903 - &
[36] Synthesis and Characterization of 3-Methylene Isoindolinones by Two Synthetic Routes
Jelali, Hamida
Mansour, Lamjed
Al-Tamimi, Jameel
Deniau, Eric
Sauthier, Mathieu
Hamdi, Naceur
POLYCYCLIC AROMATIC COMPOUNDS, 2021,
[37] 3-Alkenyl-oxindoles: Natural Products, Pharmaceuticals, and Recent Synthetic Advances in Tandem/Telescoped Approaches
Millemaggi, Alessia
Taylor, Richard J. K.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2010, 2010 (24) : 4527 - 4547
[38] Tailor-Made Amino Acids in Pharmaceutical Industry: Synthetic Approaches to Aza-Tryptophan Derivatives
Han, Jianlin
Lyutenko, Nataliya V.
Sorochinsky, Alexander E.
Okawara, Ayaka
Konno, Hiroyuki
White, Sarah
Soloshonok, Vadim A.
CHEMISTRY-A EUROPEAN JOURNAL, 2021, 27 (70) : 17510 - 17528
[39] Efficient one-pot synthetic approaches for cannabinoid analogues and their application to biologically interesting (-)-hexahydrocannabinol and (+)-hexahydrocannabinol
Lee, Yong Rok
Xia, Likai
TETRAHEDRON LETTERS, 2008, 49 (20) : 3283 - 3287
[40] Highly Asymmetric Cyclopropanation With Two Sulfinyl Auxiliaries as a Way to a Useful Synthetic Intermediate
Midura, Wanda H.
Krysiak, Jerzy
CHIRALITY, 2015, 27 (11) : 816 - 819

← 1 2 3 4 5 →