Total synthesis of Berkeleylactone F

被引：2

作者：

Vakiti, Anantha Reddy ^{[1
,2
]}

Valluru, Krishna Reddy ^{[1
]}

Verma, S. Naresh ^{[2
]}

Syed, Tasqeeruddin ^{[3
]}

Sridhar, Gattu ^{[4
]}

Kumar, J. V. Shanmukha ^{[2
]}

机构：

[1] IDA, GVK Biosci Private Ltd, Med Chem Div 28A, Hyderabad, Telangana, India

[2] Koneru Lakshmaiah Educ Fdn, Dept Chem, Guntur, Andhra Pradesh, India

[3] King Khalid Univ, Coll Pharm, Dept Pharmaceut Chem, Abha, Saudi Arabia

[4] Kakatiya Inst Technol & Sci, Dept Chem, Warangal, Andhra Pradesh, India

来源：

SYNTHETIC COMMUNICATIONS | 2022年 / 52卷 / 02期

关键词：

Berkeleylactone F; polyhydroxylated macrolides; Wittig reaction and Yamaguchi macrolactonization; CHOLESTEROL-BIOSYNTHESIS; SECONDARY METABOLITES; DECARESTRICTINES; PENICILLIUM; INHIBITORS; MACROLIDES; FAMILY; LACTONE;

D O I：

10.1080/00397911.2021.2012804

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient total synthesis of Berkeleylactone F has been synthesized from the known starting materials. The key steps involved in the synthesis are Wittig reaction, epoxide ring opening with 1, 3-dithiane and Yamaguchi macrolactonization.

引用

页码：205 / 211

页数：7

共 50 条

[1] Total Synthesis of Berkeleylactone A
Ferko, Branislav
Zeman, Marian
Formica, Michele
Vesely, Sebastian
Dohanosova, Jana
Moncol, Jan
Olejnikova, Petra
Berkes, Dusan
Jakubec, Pavol
Dixon, Darren J.
Caletkova, O'ga
JOURNAL OF ORGANIC CHEMISTRY, 2019, 84 (11): : 7159 - 7165
[2] First stereoselective total synthesis of antibiotic macrolide Berkeleylactone F
Reddy, Mopuri Sudhakar
Manikanta, Gembali
Krishna, Palakodety Radha
TETRAHEDRON LETTERS, 2019, 60 (06) : 504 - 506
[3] Total Synthesis and Determination of the Absolute Configuration of Berkeleylactone I
Mandal, Sudip
Mahananda, Dora
Paladugu, Dileep
Thirupathi, Barla
JOURNAL OF ORGANIC CHEMISTRY, 2024, 89 (06): : 4165 - 4175
[4] Total Synthesis and Determination of the Absolute Configuration of Berkeleylactone I (vol 89, pg 4165, 2024)
Mandal, Sudip
Mahananda, Dora
Paladugu, Dileep
Thirupathi, Barla
JOURNAL OF ORGANIC CHEMISTRY, 2025, 90 (10): : 3814 - 3815
[5] A Diastereoselective Synthetic Approach towards the Synthesis of Berkeleylactone F and Its 4-epi-Derivative
Subba, Srijana
Saha, Sumit
Mandal, Susanta
SYNOPEN, 2020, 04 (04): : 66 - 70
[6] Synthesis of Berkeleylactone A by Ring-Closing Alkyne Metathesis
Schmidt, Frank
Ammanath, Aparna Viswanathan
Goetz, Friedrich
Maier, Martin E.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2023, 26 (36)
[7] Total synthesis of (-)-cylindrocyclophane F
Smith, AB
Kozmin, SA
Paone, D
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (32) : 7423 - 7424
[8] Total synthesis of sphingofungin F
Li, Min
Wu, Anmei
SYNLETT, 2006, (18) : 2985 - 2988
[9] Total Synthesis of Archazolid F
Scheeff, Stephan
Menche, Dirk
ORGANIC LETTERS, 2019, 21 (01) : 271 - 274
[10] Total synthesis of (+)-chloranthalactone F
Qian, Shan
Zhao, Gang
CHEMICAL COMMUNICATIONS, 2012, 48 (29) : 3530 - 3532

← 1 2 3 4 5 →