The First Total Synthesis of Pectinolides D and E and Total Synthesis of Pectinolides A and C

被引：5

作者：

Sabitha, Gowravaram ^{[1
]}

AnkiReddy, Praveen ^{[1
]}

Das, Sukant Kishore ^{[1
]}

机构：

[1] Indian Inst Chem Technol, CSIR, Nat Prod Chem Div, Hyderabad 500007, Andhra Pradesh, India

来源：

SYNTHESIS-STUTTGART | 2015年 / 47卷 / 03期

关键词：

pectinolides; first synthesis; aldehyde-alkyne coupling; Noyori reduction; Still-Genari cis-olefination; STEREOSELECTIVE TOTAL-SYNTHESIS; HYPTIS-PECTINATA; D-MANNITOL; LACTONE;

D O I：

10.1055/s-0034-1378912

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The first total synthesis of pectinolides D and E and total synthesis of pectinolides A and C was achieved from a hitherto unknown common key building block prepared from readily available D-mannitol. Key reactions involved in the synthesis are Red-Al reduction of an epoxy alcohol, enantioselective Noyori reduction of ynones, aldehyde-alkyne coupling, and Still-Genari cis-olefination.

引用

页码：330 / 342

页数：13

共 50 条

[31] First total synthesis of (+)-schweinfurthins B and E
Topczewski, Joseph J.
Wiemer, David F.
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2009, 238
[32] FIRST TOTAL SYNTHESIS OF (+/-)-MELINONINE-E
QUIRANTE, J
ESCOLANO, C
BOSCH, J
BONJOCH, J
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1995, (20) : 2141 - 2142
[33] First Stereoselective Total Synthesis of Ligraminol E
Gangar, Mukesh
Goyal, Sandeep
Hathiram, Vankodoth
Ramdas, Wasnik Ashik
Rao, Vajja Krishna
Nair, Vipin A.
CHEMISTRYSELECT, 2017, 2 (01): : 257 - 259
[34] First Total Synthesis of Gliomasolide C and Formal Total Synthesis of Sch-725674
Seetharamsingh, B.
Khairnar, Pankaj V.
Reddy, D. Srinivasa
JOURNAL OF ORGANIC CHEMISTRY, 2016, 81 (01): : 290 - 296
[35] Total synthesis of (±)-pallambins C and D
Xu, Xue-Song
Li, Zhen-Wu
Zhang, Yi-Jun
Peng, Xiao-Shui
Wong, Henry N. C.
CHEMICAL COMMUNICATIONS, 2012, 48 (68) : 8517 - 8519
[36] Total synthesis of diplodialides C and D
Ramanujan, Vyasabhattar
Kumar, Chebolu Naga Sesha Sai Pavan
ARKIVOC, 2018, : 332 - 340
[37] Total Synthesis of (±)-Ramariolides C and D
Kuse, Masaki
Moriguchi, Maiko
Hachida, Masashi
Takikawa, Hirosato
CHEMISTRY LETTERS, 2017, 46 (09) : 1409 - 1411
[38] First total synthesis of fuzanins C, D and their analogues as anticancer agents
Kumar, S. Naveen
Kumar, C. H. N. S. Sai Pavan
Srihari, E.
Kancharla, Sravani
Srinivas, Kolupula
Shrivastava, Shweta
Naidu, V. G. M.
Rao, V. Jayathirtha
RSC ADVANCES, 2014, 4 (16): : 8365 - 8375
[39] First total synthesis of the mastigophorenes C and D and of simplified unnatural analogs
Bringmann, G
Pabst, T
Henschel, P
Michel, M
TETRAHEDRON, 2001, 57 (07) : 1269 - 1275
[40] First total synthesis of Artekeiskeanol B and D
Ranganath, P. L. N.
Annapurna, K.
Anil, T.
Narsaiah, A. Venkat
ARKIVOC, 2022, : 114 - 125

← 1 2 3 4 5 →