Total synthesis of (3R, 4S)-4-hydroxylasiodiplodin

被引：4

作者：

Nagendra Reddy, G. ^{[1
]}

Gudisela, Mura Reddy ^{[2
]}

Prasad, K. R. S. ^{[1
]}

机构：

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

[2] PS3 Labs LLP, Hyderabad, Telangana, India

来源：

SYNTHETIC COMMUNICATIONS | 2020年 / 50卷 / 15期

关键词：

(3R; 4S)-4-hydroxylasiodiplodin; Lasiodiplodins; Wittig reaction; Yamaguchi esterification and ring-closing metathesis (RCM); RING-CLOSING METATHESIS; BIOLOGICAL EVALUATION; CHEMICAL-SYNTHESIS; LASIODIPLODIN; LACTONES;

D O I：

10.1080/00397911.2020.1774902

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An alternative and concise total synthesis of (3 R, 4S)-4-Hydroxylasiodiplodin has been reported from inexpensive and commercially available 6-heptenal and Orsellinic acid starting materials. The key steps involved in the synthesis are Wittig reaction, Sharpless epoxidation, Yamaguchi esterification and ring-closing metathesis (RCM).

引用

页码：2331 / 2337

页数：7

共 50 条

[1] Total synthesis of (3R, 4S)-4-hydroxylasiodiplodin
Sheelam, Kalidasu
Chidara, Sridhar
Vinnakota, Srilalitha
Sridhar, Gattu
Polothi, Ravikumar
NATURAL PRODUCT RESEARCH, 2023, 37 (08) : 1277 - 1283
[2] First Total Synthesis of (3R,4S)-4-Hydroxylasiodiplodin: A Facile and Stereoselective Approach
Bujaranipalli, Sheshurao
Eppa, Gyan Chander
Das, Saibal
SYNLETT, 2013, 24 (09) : 1117 - 1120
[3] Total Synthesis of (3R, 4S)-4-Hydroxylasiodiplodin via Ring Closing Metathesis Protocol
Reddy, Julakanti Satyanarayana
Manimala, Patel
Gangababu, Marri
Rammohan, Aluru
Yadav, Jillu Singh
CHEMISTRYSELECT, 2019, 4 (18): : 5345 - 5347
[4] Stereocontrolled Synthesis of (1R,3R,4S)- and (1S,3R,4S)-3,4-diaminocyclopentanols
Guan, YS
Green, MA
Bergstrom, DE
SYNLETT, 1999, (04) : 426 - 428
[5] Total synthesis of (3S,4S,2′S)- and (3R,4R,2′S)-viridiofungin A triester
Pollex, A
Abraham, L
Müller, J
Hiersemann, M
TETRAHEDRON LETTERS, 2004, 45 (37) : 6915 - 6918
[6] Total synthesis of (4R,5S)-melithiazol C and (3R,4S)-cystothiazole E
Takayama, Hiroyuki
Kato, Keisuke
Kimura, Masayuki
Akita, Hiroyuki
HETEROCYCLES, 2007, 71 (01) : 75 - 85
[7] Stereoselective synthesis of (3R,4S)-3-methoxy-4-methylaminopyrrolidine
Madhan, A
Rao, BV
TETRAHEDRON LETTERS, 2005, 46 (02) : 323 - 324
[8] An asymmetric total synthesis of (+)-(3R,4S,5R,7S)-neoclansenamide
Wang, JQ
Tian, WS
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1996, (02): : 209 - 212
[9] Diastereoselective Preparation of Substituted δ-Valerolactones. Synthesis of (3R,4S)- and (3R,4R)-Simplactones
Osorio-Lozada, Antonio
Olivo, Horacio F.
JOURNAL OF ORGANIC CHEMISTRY, 2009, 74 (03): : 1360 - 1363
[10] Chemoenzymatic synthesis of (3S,4S)- and (3R,4R)-3-methoxy-4-methylaminopyrrolidine
Kamal, A
Shaik, AA
Sandbhor, M
Malik, MS
Kaga, H
TETRAHEDRON LETTERS, 2004, 45 (43) : 8057 - 8059

← 1 2 3 4 5 →